944129-00-4 | Pyrimidines

Blaquiere, Nicole et al. published their patent in 2015 |CAS: 944129-00-4

The Article related to alkynyl alc preparation nik inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Quality Control of Methyl 6-amino-2-chloropyrimidine-4-carboxylate

On February 26, 2015, Blaquiere, Nicole; Burch, Jason; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Lin, Xingyu; Staben, Steven; Wu, Guosheng; Yuen, Po-Wai published a patent.Quality Control of Methyl 6-amino-2-chloropyrimidine-4-carboxylate The title of the patent was Alkynyl alcohols as NIK kinase inhibitors and their preparation. And the patent contained the following:

The invention relates to compounds of formula I and pharmaceutical compositions thereof are useful in the treatment of diseases and disorders in which undesired or over-activation of NF-kB signaling is observed Compounds of formula I wherein ring A is monocycle and bicycle; A1 is N and CR1; A2 is N, NR2 and CR2; A3 is N, NR3 and CR3; A4 is N and CH; provided that one, two or three of A1 – A4 are N; one of A5 – A8 is N and the remaining are CR6 or all A5 – A8 are CR6; R1 is H, halo, OH, amino, C1-3 alkyl, etc.; R2 is H, OH, amino, C1-6 alkyl, etc.; R3 is H, (un)substituted C1-6 alkyl, C1-6 alkoxy, etc.; R1R2 or R2R3 can be taken together to form a C3-7 cycloalkyl, Ph and 3- to 11-membered heterocyclyl; R4 is C1-6 alkyl, CH2F and CH2OH; R5 is (un)substituted 3- to 11-membered heterocycle; R4R5 can be taken together to form (un)substituted C3-11 cycloalkyl and 3- to 11-membered heterocyclyl; each R6 is independently H, F, Cl, NH2, OH, etc.; and stereoisomers, and salts thereof, are claimed. Example compound II was prepared by cross-coupling of 2-chloropyrimidine-4-carboxamide with potassium (S)-trifluoro(3-((3-hydroxy-1-methyl-2-oxopyrrolidin-3-yl)ethynyl)phenyl)borate. The invention compounds were evaluated for their NIK inhibitory activity (data given). The experimental process involved the reaction of Methyl 6-amino-2-chloropyrimidine-4-carboxylate(cas: 944129-00-4).Quality Control of Methyl 6-amino-2-chloropyrimidine-4-carboxylate

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Epp, Jeffrey Brian et al. published their patent in 2007 |CAS: 944129-00-4

The Article related to arylaminohalopyrimidinecarboxylate preparation herbicide, pyrimidinecarboxylate aryl amino halo preparation weed killer, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Synthetic Route of 944129-00-4

On July 19, 2007, Epp, Jeffrey Brian; Schmitzer, Paul Richard; Ruiz, James Melvin; Balko, Terry William; Siddall, Thomas Lyman; Yerkes, Carla Nanette published a patent.Synthetic Route of 944129-00-4 The title of the patent was Preparation of 2-(polysubstituted aryl)-6-amino-5-halo-4-pyrimidinecarboxylic acids as herbicides.. And the patent contained the following:

Title compounds [I; Q = halo; R1, R2 = H, alkyl, alkenyl, alkynyl, OH, alkoxy, amino, acyl, carboalkoxy, alkylcarbamyl, alkylsulfonyl, trialkylsilyl, dialkylphosphonyl; NR1R2 = 5- or 6-membered saturated ring; Ar = polysubstituted aryl; and agrochem. acceptable derivatives thereof], were prepared Thus, Me 5-chloro-2-(4-chloro-3-ethoxy-2-fluorophenyl)-6-methanesulfonylpyrimidine-4-carboxylate (preparation given) was stirred 3 h with NH3 in dioxane/MeOH to give 54% Me 6-amino-5-chloro-2-(4-chloro-3-ethoxy-2-fluorophenyl)pyrimidine-4-carboxylate. The latter at 140 g/ha post-emergent gave 100% control of Chenopodium album, Abutilon theophrasti, and Helianthus annus. The experimental process involved the reaction of Methyl 6-amino-2-chloropyrimidine-4-carboxylate(cas: 944129-00-4).Synthetic Route of 944129-00-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Liu, Shiqiang et al. published their patent in 2020 |CAS: 944129-00-4

The Article related to heteroaromatic derivative preparation shp2 inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.COA of Formula: C6H6ClN3O2

On April 16, 2020, Liu, Shiqiang; Yuan, Yida; Bao, Meng; Huang, Shengai; Bao, Rudi published a patent.COA of Formula: C6H6ClN3O2 The title of the patent was Regulator of nitrogen-containing heteroaromatic derivatives, preparation method and application.. And the patent contained the following:

The invention disclosed a kind of regulator of nitrogen-containing heteroaromatic derivatives, their preparation method and application. The claimed compound is shown in structure I (W = CR4 or N; Q = CR5 or N; R4,R5 = H, D, alkyl, haloalkyl, etc.; L1 = bond, O, S, alkylene, alkenyl, etc.; L2 == bond , O or S; ring A = cycloalkyl, heterocyclo, aryl, heteroaryl, etc.; ring B = cycloalkyl, heterocycloalkyl, aryl, or heteroaryl; R1 = H, D, alkyl, halo, etc.; R2 = H, D, halolakyl, amino, nitro, etc.; R3 = alkyl, alkenyl, alkynyl, etc.; x,y = 0, 1-5 integers). The claimed compound is prepared via multiple steps (procedure given). The prepared compound can be used as protein tyrosine phosphatase-2C (SHP2) inhibitor, can be used for treating diseases or conditions such as Noonan syndrome, leopard skin syndrome, leukemia, neuroblastoma, melanoma, esophageal cancer, head and neck tumors, breast cancer, lung cancer and colon cancer, etc. , preferably non-small cell lung cancer, esophagus cancer and head and neck tumors. The experimental process involved the reaction of Methyl 6-amino-2-chloropyrimidine-4-carboxylate(cas: 944129-00-4).COA of Formula: C6H6ClN3O2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Minchinton, Andrew Ivor et al. published their patent in 2021 |CAS: 944129-00-4

The Article related to naphthridine preparation dna pk inhibition cancer, Heterocyclic Compounds (More Than One Hetero Atom): Fused-Ring Systems With Two Or More Hetero Atoms, No More Than One Hetero Atom Per Ring and other aspects.SDS of cas: 944129-00-4

On March 18, 2021, Minchinton, Andrew Ivor; Kyle, Alastair Hugh; Evans, James; Mann, Samuel Edward; Hynd, George published a patent.SDS of cas: 944129-00-4 The title of the patent was 1,6-Naphthridine derivatives as DNA-PK inhibiting compounds and prodrugs. And the patent contained the following:

The present disclosure relates to DNA-PK inhibiting compounds of formula I and prodrugs thereof that are useful in the treatment of diseases, including cancer, by sensitizing cancers to therapies such as chemotherapy and radiotherapy and the preparation of such compounds Compound I, wherein Y is O and NR5; each R1 is independently C1-6 alkyl and C1-6 haloalkyl; R2 is H, C1-6 alkyl, C1-6 haloalkyl, etc.; each R3 is independently halo, cyano, C1-6 alkyl, R4 is L1L2R9a, etc.; R5 is independently H, C1-6 alkyl, etc.; L1 is independently absent and (un)substituted C1-6 alkylene; L2 is absent and L3L4; L3 is (un)substituted C1-6 alkylene, (un)substituted C3-6 cycloalkyl, (un)substituted 3- to 11-membered heterocycloalkyl, etc.; L4 is absent, NR13a and O; R9a are Ph, naphthyl, 3- to 8-membered heterocycloalkyl, etc.; R13a is H and C1-6 alkyl; n is 0, 1, 2 and 3; m is 0, 1, 2, 3 and 4; and prodrug, pharmaceutically acceptable salts and N-oxide of compound I and prodrug thereof, are claimed. Compound II was prepared using a multistep procedure (procedure given). Compound II was evaluated for DNA-PK inhibition yielding an IC50 of 82 nM using ADP-Glo and 832 nM using MSD FaDu. The experimental process involved the reaction of Methyl 6-amino-2-chloropyrimidine-4-carboxylate(cas: 944129-00-4).SDS of cas: 944129-00-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 944129-00-4

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 944129-00-4, Methyl 6-amino-2-chloropyrimidine-4-carboxylate.

Reference of 944129-00-4, 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 944129-00-4, name is Methyl 6-amino-2-chloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of methyl 6-amino-2-chloropyrimidine-4-carboxylate (260 mg, 1.39 mmol, 1.00 equiv) and 2-bromo-1,1-dimethoxyethane (1.1 g, 6.51 mmol, 4.00 equiv) in acetonitrile (6 mL) was irradiated with microwave radiation for 1 h at 120 C. The solids were collected by filtration to give the title compound (162 mg, 55%) as an off-white solid. LC-MS (ES, m/z): 212 [M+H].

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; LIN, Xingyu; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25026; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about Methyl 6-amino-2-chloropyrimidine-4-carboxylate

The synthetic route of 944129-00-4 has been constantly updated, and we look forward to future research findings.

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. 944129-00-4, name is Methyl 6-amino-2-chloropyrimidine-4-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 944129-00-4

Example 4 Preparation of methyl 6-amino-2-(4-chloro-2,3-difluorophenyl)-pyrimidine-4-carboxylate 2-(4-Chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.4 g, 5.1 mmol, 1.2 equiv) and methyl 6-amino-2-chloropyrimidine-4-carboxylate (800 mg, 4.3 mmol, 1.0 equiv) were sequentially added to a 20 mL Biotage microwave vessel, followed by cesium fluoride (1.3 g, 8.5 mmol, 2.0 equiv), palladium(II) acetate (38 mg, 0.17 mmol, 0.04 equiv), and sodium 3,3′,3″-phosphinetriyltribenzenesulfonate (190 mg, 0.34 mmol, 0.08 equiv). A 3:1 mixture of water:acetonitrile (8.5 mL) was added and the resulting brown mixture was placed in a Biotage microwave and heated at 150 C. for 5 m. The cooled reaction mixture was diluted with water (300 mL) and extracted with dichloromethane (5*100 mL). The combined organic layers were dried (magnesium sulfate), gravity-filtered, and concentrated under vacuum. The product was purified by flash chromatography (SiO2, 40% ethyl acetate in hexane) to afford the title compound as an off-white powder (880 mg, 68% yield): mp 192-195 C.; 1H NMR (300 MHz, CDCl3) delta 7.77 (m, 1H), 7.21-7.28 (m, 2H), 7.15 (s, 1H), 5.23 (br s, 2H), 4.00 (s, 3H); IR (neat film) 3493 (w), 3393 (m), 3342 (m), 3211 (s), 1730 (m), 1649 (m); ESIMS m/z 300 ([M+H]+).

The synthetic route of 944129-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; US2012/190549; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Brief introduction of 944129-00-4

According to the analysis of related databases, 944129-00-4, the application of this compound in the production field has become more and more popular.

Application of 944129-00-4, Adding some certain compound to certain chemical reactions, such as: 944129-00-4, name is Methyl 6-amino-2-chloropyrimidine-4-carboxylate,molecular formula is C6H6ClN3O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 944129-00-4.

6-Amino-2-chloropyrimidine-4-carboxylic acid methyl ester (2.25 g, 12 mmol, 4-chloro-2-fluoro-3-methoxyphenylboronic acid (3.27 g, 16 mmol), and bis(triphenylphosphine)palladium(II) dichloride (842 mg, 1.2 mmol) were combined in 12 mL of 1,2-dimethoxyethane and 12 mL of water. The reaction mixture was heated at 80 C. for 2 h and the cooled reaction mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, dried, and concentrated under vacuum. The product was purified by flash chromatography on silica gel to yield the title compound (2.0 g, 53.5% yield): mp 188-190 C.: 1H NMR (CDCl3) delta 7.66 (dd, 1H), 7.22 (dd, 1H), 7.14 (s, 1H), 5.25 (br s, 2H), 4.0 (s, 3H), 3.99 (s, 3H).

According to the analysis of related databases, 944129-00-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; US2009/88322; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia