Category: 1374639-77-6

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. 1374639-77-6, name is (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol, the common compound, a new synthetic route is introduced below. Safety of (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol

A dry, nitrogen-flushed ACE-100L Reaction vessel is charged with 97.3 g of sodium cyanide, 2,500 g of (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-c]pyrimidin-6-yl)methanol, A1c, 16,680 g (19.5 L) of dimethylamine, A1a (2.0M solution in THF), and 28,320 g (30.0 L) of anhydrous N,N-dimethylformamide. The mixture is stirred at 20±3 C. for 15 min. 2.06 kg of manganese(IV) oxide is then added. The dark slurry is stirred for 30 min and 12.36 Kg of manganese (IV) oxide is added in three portions (1st portion: 2.06 kg; 2nd portion: 4.12 g, and 3rd portion: 6.18 kg) every 30 min. After the last portion has been added, the sample is held for 1 h and then 6.18 kg of manganese(IV) oxide is added. The sample is held for 1 h. The reaction mixture is then sampled. The reaction is considered complete if the starting material, A1c is ?1.0±0.5% as determined by HPLC analysis. The reaction mixture is then filtered through a pad of celite to remove manganese (IV) oxide. The reactor and cake are rinsed with 23 L of ethyl acetate. The filtrate and distil are combined under reduced pressure (45±3 C., 20 mbar) to remove THF, dimethylamine and ethyl acetate. The sample is further distilled under reduced pressure (70±5 C., 5 mbar) to remove DMF. The concentrate is diluted with 35 L of ethyl acetate. The resulting dark solution is washed with aqueous ferrous sulfate solution (1 kg of FeSO4.7H2O in 14 L of water), 15 L of water and finally 15 L of 10% aqueous NaCl solution. The phases are separated after each wash. The organic phase is distilled (45 C., 50 mbar) to azeotropically remove water. The resulting crude A1 (2,788 g of a dark, thick, semi-solid residue) can be used directly in the next step.; 10 g of crude A1 and 9 mL of 1-propanol are warmed gently until a homogeneous, dark solution is obtained. The solution is cooled to 25+/-3 C. and 30 to 40 mL of hexane is slowly added. The sample is seeded and stirred until crystals are observed. An additional 50 to 60 mL of hexane is slowly added. The total volume of hexane added is about 90 mL. The slurry is held at 22+/-3 C. for 2 h, then cooled to 4 C. and held for an additional 2 h. The solids are filtered. The flask and filter cake are washed with hexane as needed. The filter cake is dried at 50 C., 50 mbar to afford 6.35 g of purified A1 as a light tan, crystalline solid. Recovery: 63.5%.Method 2:A solution of 10 g of crude A1 in 10 mL of EtOAc is prepared and loaded onto a 100 g bed of silica gel. The column is eluded with 300 mL of EtOAc/hexane (2/8) and the eluant is disgarded. The column is then elude with 800 mL of EtOAc/hexane (5/5) and the eluant is collected (No.2) for isolation of the product. The eluant (No.2) is concentrated to thin oil. 100 mL of hexane is slowly added and the sample is stirred at 22+/-3 C. for 2 h. The sample is cooled to 4 C. and held an additional 2 h. The solids are filtered. The flask and filter cake are washed with hexane as needed. The filter cake is dried at 50 C., 50 mbar to afford 6.05 g of purified A1 as a light tan, crystalline solid. Recovery 60.5%.

The synthetic route of 1374639-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Calienni, John Vincent; Chen, Guang-Pei; Gong, Baoqing; Kapa, Prasad Koteswara; Saxena, Vishal; US2012/115878; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1374639-77-6 ,Some common heterocyclic compound, 1374639-77-6, molecular formula is C12H14ClN3O, 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 solution of compound(4) (4 g, 15.9 mmol) in THF (60 mL) was stirred at 10-15 Cunder nitrogen atmosphere, manganese(IV)oxide (2.8 g, 31.7mmol) was added to the mixture and stirring was continuedfor 2 hours at 29 C. Progress of the reaction was monitoredby TLC. After completion of the reaction, the resultingmixture was filtered through celite bed and concentratedunder vacuum. The crude product was purified by columnchromatography using 2% of ethyl acetate and hexane aseluent to obtain compound (5). White crystalline solid,Yield: 72%, 152-154 C. 1H NMR (400 MHz, DMSO-d6):1.65-1.68 (m, 2H, -CH2), 1.99-2.03 (m, 4H, CH2), 2.14-2.16(m, 2H, CH2), 5.60-5.68 (m, 1H, -NH-CH-), 7.72 (s, 1H, Ar-H), 9.92 (s, 1H, Ar-H), 9.98 (s, 1H, CHO). 13C NMR (75.46MHz, DMSO-d6): 184.6, 156.6, 153.5, 137.5, 130.1, 116.9,56.3, 31.03, 24.9. ESI-HRMS (m/z): Calcd. ForC12H12ClN3O:249.6969. Found: m/z 249.0971 [M+].

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1374639-77-6, (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Singaram, Kulathooran; Marimuthu, Dhamodaran; Baskaran, Selvakumar; Chinaga, Suresh K.; Shanmugarajan, Dhivya; Vadivel, Thangavel; Combinatorial Chemistry and High Throughput Screening; vol. 20; 8; (2017); p. 703 – 712;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1374639-77-6 , The common heterocyclic compound, 1374639-77-6, name is (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol, molecular formula is C12H14ClN3O, 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.

To a mixture of (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol (IVa) (4.5 g) and tert-butyl 4-(6-aminopyridin-3-yl)piperazine-l-carboxylate (Va) (4.97 g) in methyl isobutyl ketone (36 mL) was added palladium (II) acetate (0.08 g) and 2,2′- bis(diphenylphosphino)-l, l’-binaphthyl (0.44 g) at 25-30 C. The reaction mass was then heated to 40 C. Cesium carbonate (8.73 g) was added to the above reaction mass portion wise at 40 C. The reaction mass was heated to 100 C and stirred for 3 hours. The reaction mass was cooled to 70 C. Water (36 mL) was added to the above reaction mass at 70 C and again cooled to 50 C. n-Heptane (54 mL) was added to the above reaction mass drop wise at 50 C. The reaction mass was again cooled to 20 C and stirred for 2 hours at the same temperature. Resulting solid compound was then filtered, washed with ^-Heptane (2 chi 10 mL) and dried for 4 hours at 50 C to afford title compound. (0163) Yield: 5 2 g; Purity by HPLC: 97 01 %

The synthetic route of 1374639-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; ORUGANTI, Srinivas; KANDAGATLA, Bhaskar; DAS GUPTA, Shirshendu; (39 pag.)WO2018/51280; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia