2,6-Dichloro-5-fluoronicotinamide

한글명:2,6-Dichloro-5-fluoronicotinamide

카스 번호113237-20-0

상품명:2,6-Dichloro-5-fluoronicotinamide

CBNumberCB5735729

분자식C6H3Cl2FN2O

포뮬러 무게209.01

MOL 파일113237-20-0.mol

화학적 성질

녹는점	160-162
끓는 점	259.0±40.0 °C(Predicted)
밀도	1.614±0.06 g/cm3(Predicted)
저장 조건	under inert gas (nitrogen or Argon) at 2-8°C
물리적 상태	결정질 고체
산도 계수 (pKa)	13.36±0.50(Predicted)
색상	하얀색
InChI	InChI=1S/C6H3Cl2FN2O/c7-4-2(6(10)12)1-3(9)5(8)11-4/h1H,(H2,10,12)
InChIKey	ZVYNUGSPFZCYEV-UHFFFAOYSA-N
SMILES	C1(Cl)=NC(Cl)=C(F)C=C1C(N)=O

위험 및 안전 성명

위험품 표기	Xi
위험 참고 사항	Irritant
HS 번호	2933399990

그림문자(GHS)

2,6-Dichloro-5-fluoronicotinamide 화학적 특성, 용도, 생산

용도
2,6-Dichloro-5-fluoronicotinamide is a fluorinated pharmaceutical intermediate compound used in the synthesis of Sotorasib and AMG 510. Sotorasib is a RAS GTPase family inhibitor used for the treatment of KRAS-mutated solid tumours including non-small cell lung cancer (NSCLC) and colorectal cancer.
Synthesis
A reaction vessel added 2000 mL of phosphorus oxychloride (POCl). The vessel was cooled to 5°-10° C., and 500 g of dry 2,6-Dihydroxy 5-fluoro-3-cyanopyridine was added in portions at a temperature below 30° C. The mixture was heated at 80°-85° C. for 60 minutes and cooled to room temperature. Phosphorus pentachloride (PCls), 2200 g, was added, in portions, to the mixture. After the addition was complete, the mixture was heated to 100°-104° C. The reaction was stopped after about 30 hours. The mixture was cooled to room temperature, and POCl was removed under reduced pressure. 1,2-Dichloroethane (DCE), 2.0 L, was added to the residue, and the mixture was cooled to 5-10°C. in an ice bath. Distilled water, 5000 mL, was added slowly to the mixture, maintaining the temperature below 40°C. After the water addition, the mixture was stirred at room temperature for an hour. The 1,2-dichloroethane (DCE) layer was separated, and the aqueous layer was extracted with DCE. The DCE extracts were combined. The DCE was removed by vacuum distillation. The residual 2,6- dichloro-5-fluoro-3-cyanopyridine product is used in situ for the next step. 2,6- dichloro-5-fluoro-3-cyanopyridine was placed in a 12 L flask, cooled to 5-10°C. in an ice bath, and added 2300 mL of concentrated sulfuric acid. The residual DCE was then removed under vacuum at room temperature. After removal of the DCE, the mixture was heated at 65°-70° C. for 1–2 hours and monitored by HPLC. After about 2 hours, the mixture was cooled to about 10° C. in an ice bath. The further purity obtained 2,6-Dichloro-5-fluoronicotinamide.

2,6-Dichloro-5-fluoronicotinamide 준비 용품 및 원자재

2,6-Dichloro-5-fluoronicotinamide 공급 업체

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