Tag: M.W:200-300

Synthetic Route of 74901-69-2 ,Some common heterocyclic compound, 74901-69-2, molecular formula is C6H4Cl2N2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

2.07 g (10.0 mmol) of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (III), 2.0 g (10.0 mmol) of tert-butyl 3-aminopiperidin-1-carboxylate (IV), and 3.4 mL (19.3 mmol) of diisopropylethylamine are placed in 40 mL of tetrahydrofuran, then stirred for 40 hours at ambient temperature. Then the reaction mixture is suction filtered and the mother liquor is concentrated by evaporation. The residue is combined with water and extracted with dichloromethane. The organic phase is separated off using a phase separator and evaporated to dryness. The crude product is purified by chromatography through a Biotage silica gel cartridge 40M with petroleum ether/ethyl acetate 9:1. 1.77 g of product V (48%) is obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74901-69-2, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2007/259846; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1235450-86-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1235450-86-8, name is 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, molecular formula is C7H7BrN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of xylenes (50 mL) solution of 5-bromo-2-ethyl-4-carboxylic acid (5.6g, 24.3mmol) was refluxed for 2 hours. After cooling, the mixture directly applied to a silica column, petroleum ether, then compound 0601-121 eluting with ethyl acetate (5%) in petroleum ether as a yellow liquid (1.7 g, 38%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid.

Reference:
Patent; CURIS INCORPORATED; CAI, XIONG; ZHAI, HAIXIAO; LAI, CHENG-JUNG; QIAN, CHANGGENG; (290 pag.)JP2015/187145; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90213-67-5 , The common heterocyclic compound, 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5Cl2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

(2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride (1.26 g, 5.40mmol) and 2,4-dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (1.10 g, 5.40 mmol) weredissolved in DMF (5 mL), then K2C03 (1.50 g, 11.00 mmol) was added. The mixture was stirredat rt overnight. The reaction was stopped, and water (50 mL) was added to quench the reaction,and the resulting mixture was extracted with EtOAc (50 mL x 2). The combined organic phaseswere washed with saturated brine (80 mL), dried over anhydrous Na2S04, filtered, and thefiltrate was concentrated in vacuo. The residue was purified by silica gel chromatograph(PE/EtOAc (v/v) = 1011) to give the title compound as a yellow solid (979 mg, 50%).MS (ESI, pos.ion) m/z: 363.2 [M+Ht;1H NMR (400 MHz, CDCb) 8 (ppm): 6.87 (d, J = 3.4 Hz, 1H), 6.41 (s, 1H), 5.32 (s, 1H), 4.63 (s,1H), 4.21 (q, J = 7.1 Hz, 2H), 3.76 (s, 3H), 2.39 (d, J = 4.9 Hz, 1H), 1.96- 1.52 (m, 10H), 1.26(t, J = 7.0 Hz, 3H).

The synthetic route of 90213-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 444731-75-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, molecular formula is C14H14ClN5, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Procedure 5 To a stirred suspension of the product of Intermediate Example 4 (1.0 g, 3.6 mmol) in 10 mL of CH3CN, was added 5-amino-2- methylbenzenesulfonamide (0.70 g, 3.8 mmol, I.Oequiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1,4-dioxane (18 (at)L, 0.076 mmol) was added in one portion. After 20 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 10 mL of CH3CN and dried in the air to yield 1.3 g (73%) of 5-((at)4-[(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl}amino)-2- methyl benzenesulfonamide monohydrochloride as an off-white solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; KUMAR, Rakesh; WO2005/105094; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 89284-85-5 , The common heterocyclic compound, 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate, molecular formula is C6H3Cl3N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of I (1.5 g, 6.2 mmol) and (rac) 3-hydroxymethylmorpholine (875 mg, 7.4 mmol) with DIPEA ( 1.6 ml_, 9.3 mmol) in EtOH (30 mL) was heated at 75C for 1 h 30 min. The mixture was cooled down to rt and solvents were removed in vacuo. The oily residue was redisolved in DCM (20 mL), washed with sat. solution of NaHC03 (3 x 20 mL), brine (30 mL), dried over Na2S04 and concentrated in vacuo. Required product, intermediate II (1.860 g, 93%) was used further without additional purifications.

The synthetic route of 89284-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUNDACION CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS CARLOS III; PASTOR FERNANDEZ, Joaquin; FERNANDEZ-CAPETILLO RUIZ, Oscar; MARTINEZ GONZALEZ, Sonia; BLANCO APARICIO, Carmen; RICO FERREIRA, Maria del Rosario; TOLEDO LAZARO, Luis Ignacio; RODRIGUEZ ARISTEGUI, Sonsoles; MURGA COSTA, Matilde; VARELA BUSTO, Carmen; LOPEZ CONTRERAS, Andres Joaquin; RENNER, Oliver; NIETO SOLER, Maria; CEBRIAN MUNOZ, David Alvaro; WO2014/140644; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 183438-24-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 183438-24-6, name is 5-Bromo-2-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a clean and dry reactor containing 20.04 g of isopropyl 2-bromo-3-cyclopentyl-1-methyl-1H-indole-6-carboxylate, 1.06 g of Pd(TFP)2Cl2 (3 mol %) and 0.76 g of tri(2-furyl)phosphine (6 mol %) was charged 8.35 g of triethylamine (1.5 equivalent), 39.38 g of CH3CN at 23±10 C. under nitrogen or argon and started agitation for 10 min 9.24 g of 4,4,5,5-tetramethyl-1,3,2-dioxaborolane was charged into the reactor. The mixture was heated to reflux (ca. 81-83 C.) and stirred for 6 h until the reaction completed. The batch was cooled to 30±5 C. and quenched with a mixture of 0.99 g of water in 7.86 g of CH3CN. 17.24 g of 5-bromo-2-iodopyrimidine and 166.7 g of degassed aqueous potassium phosphate solution (pre-prepared from 46.70 g of K3PO4 and 120 g of H2O) was charged subsequently under argon or nitrogen. The content was heated to reflux (ca. 76-77 C.) for 2 h until the reaction completed. 4.5 g of 1-methylimidazole was charged into the reactor at 70 C. The batch was cooled to 20±3 C. over 0.5 h and hold at 20±3 C. for at least 1 h. The solid was collected by filtration. The wet cake was first rinsed with 62.8 g of 2-propanol, followed by 200 g of H2O. The solid was dried under vacuum at the temperature below 50 C. [0095] Into a dry and clean reactor was charged dried I, 10 wt % Norit SX Ultra and 5 V of THF. The content was heated at 60±5 C. for at least 1 h. After the content was cooled to 35±5 C., the carbon was filtered off and rinsed with 3 V of THF. The filtrate was charged into a clean reactor containing 1-methylimidazole (10 wt % relative to I). After removal of 5 V of THF by distillation, the content was then cooled to 31±2 C. After the agitation rate was adjusted to over 120 rpm, 2.5 V of water was charged over a period of at least 40 minutes while maintaining the content temperature at 31±2 C. After the content was agitated at 31±2 C. for additional 20 min, 9.5 V of water was charged into the reactor over a period of at least 30 minutes at 31±2 C. The batch was then cooled to about 25±3 C. and stirred for additional 30 minutes. The solid was collected and rinsed with 3 V of water. The wet product I was dried under vacuum at the temperature below 50 C. (19.5 g, 95 wt %, 76% yield).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 183438-24-6, 5-Bromo-2-iodopyrimidine.

Reference:
Patent; Boehringer Ingelheim International GmbH; LI, Zhibin; YANG, Bing-Shiou; YIP, Kazuhiko; US2013/261134; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, the common compound, a new synthetic route is introduced below. Safety of N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine

To a stirred suspension of the product of Intermediate Example 4 (1.1 g, 3.8 mmol) in 14 mL of MeOH, was added 5-amino-2-methylbenzenesulfonamide (0.78 g, 4.2 mmol, 1.1 equiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1 ,4-dioxane (19 mul_, 0.076 mmol) was added in one portion. After 4 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 10 mL of MeOH and dried in vacuo to yield 1.3 g (72%) of 5- ({4-[(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl}amino)-2-methyl benzenesulfonamide monohydrochloride as a white solid. 1 H NMR (DMSO-d6, 400 MHz) delta 10.95 (s, 1 H), 8.36 (s, 1 H), 7.86 (d, J= 8.8 Hz, 2H), 7.64-7.59 (m, 2H), 7.40 (m, 3H), 6.93 (dd, J = 8.8, 2.0 Hz, 1 H), 5.92 (s, 1 H), 4.08 (s, 3H), 3.57 (s, 3H), 2.65 (s, 3H), 2.56 (s, 3H).

The synthetic route of 444731-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/64753; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 444731-75-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, molecular formula is C14H14ClN5, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Procedure 5 To a stirred suspension of the product of Intermediate Example 4 (1.0 g, 3.6 mmol) in 10 mL of CH3CN, was added 5-amino-2- methylbenzenesulfonamide (0.70 g, 3.8 mmol, I.Oequiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1,4-dioxane (18 (at)L, 0.076 mmol) was added in one portion. After 20 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 10 mL of CH3CN and dried in the air to yield 1.3 g (73%) of 5-((at)4-[(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl}amino)-2- methyl benzenesulfonamide monohydrochloride as an off-white solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; KUMAR, Rakesh; WO2005/105094; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 89284-85-5 , The common heterocyclic compound, 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate, molecular formula is C6H3Cl3N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of I (1.5 g, 6.2 mmol) and (rac) 3-hydroxymethylmorpholine (875 mg, 7.4 mmol) with DIPEA ( 1.6 ml_, 9.3 mmol) in EtOH (30 mL) was heated at 75C for 1 h 30 min. The mixture was cooled down to rt and solvents were removed in vacuo. The oily residue was redisolved in DCM (20 mL), washed with sat. solution of NaHC03 (3 x 20 mL), brine (30 mL), dried over Na2S04 and concentrated in vacuo. Required product, intermediate II (1.860 g, 93%) was used further without additional purifications.

The synthetic route of 89284-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUNDACION CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS CARLOS III; PASTOR FERNANDEZ, Joaquin; FERNANDEZ-CAPETILLO RUIZ, Oscar; MARTINEZ GONZALEZ, Sonia; BLANCO APARICIO, Carmen; RICO FERREIRA, Maria del Rosario; TOLEDO LAZARO, Luis Ignacio; RODRIGUEZ ARISTEGUI, Sonsoles; MURGA COSTA, Matilde; VARELA BUSTO, Carmen; LOPEZ CONTRERAS, Andres Joaquin; RENNER, Oliver; NIETO SOLER, Maria; CEBRIAN MUNOZ, David Alvaro; WO2014/140644; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 183438-24-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 183438-24-6, name is 5-Bromo-2-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a clean and dry reactor containing 20.04 g of isopropyl 2-bromo-3-cyclopentyl-1-methyl-1H-indole-6-carboxylate, 1.06 g of Pd(TFP)2Cl2 (3 mol %) and 0.76 g of tri(2-furyl)phosphine (6 mol %) was charged 8.35 g of triethylamine (1.5 equivalent), 39.38 g of CH3CN at 23±10 C. under nitrogen or argon and started agitation for 10 min 9.24 g of 4,4,5,5-tetramethyl-1,3,2-dioxaborolane was charged into the reactor. The mixture was heated to reflux (ca. 81-83 C.) and stirred for 6 h until the reaction completed. The batch was cooled to 30±5 C. and quenched with a mixture of 0.99 g of water in 7.86 g of CH3CN. 17.24 g of 5-bromo-2-iodopyrimidine and 166.7 g of degassed aqueous potassium phosphate solution (pre-prepared from 46.70 g of K3PO4 and 120 g of H2O) was charged subsequently under argon or nitrogen. The content was heated to reflux (ca. 76-77 C.) for 2 h until the reaction completed. 4.5 g of 1-methylimidazole was charged into the reactor at 70 C. The batch was cooled to 20±3 C. over 0.5 h and hold at 20±3 C. for at least 1 h. The solid was collected by filtration. The wet cake was first rinsed with 62.8 g of 2-propanol, followed by 200 g of H2O. The solid was dried under vacuum at the temperature below 50 C. [0095] Into a dry and clean reactor was charged dried I, 10 wt % Norit SX Ultra and 5 V of THF. The content was heated at 60±5 C. for at least 1 h. After the content was cooled to 35±5 C., the carbon was filtered off and rinsed with 3 V of THF. The filtrate was charged into a clean reactor containing 1-methylimidazole (10 wt % relative to I). After removal of 5 V of THF by distillation, the content was then cooled to 31±2 C. After the agitation rate was adjusted to over 120 rpm, 2.5 V of water was charged over a period of at least 40 minutes while maintaining the content temperature at 31±2 C. After the content was agitated at 31±2 C. for additional 20 min, 9.5 V of water was charged into the reactor over a period of at least 30 minutes at 31±2 C. The batch was then cooled to about 25±3 C. and stirred for additional 30 minutes. The solid was collected and rinsed with 3 V of water. The wet product I was dried under vacuum at the temperature below 50 C. (19.5 g, 95 wt %, 76% yield).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 183438-24-6, 5-Bromo-2-iodopyrimidine.

Reference:
Patent; Boehringer Ingelheim International GmbH; LI, Zhibin; YANG, Bing-Shiou; YIP, Kazuhiko; US2013/261134; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia