Sodium Bicarbonate → 4-chloro-2,5-difluoro-N-[(1R)-2,2,2-trifluoro-1-methylethyl]benzamide

HRID 571517노트

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HRID 571517 반응식
[Cl:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([F:12])[CH:3]=1.Cl.[F:14][C:15]([F:20])([F:19])[C@H:16]([NH2:18])[CH3:17].C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6]([NH:18][C@H:16]([CH3:17])[C:15]([F:20])([F:19])[F:14])=[O:7])=[C:4]([F:12])[CH:3]=1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 27364984-Chloro-2,5-difluorobenzoyl chlorideHCID 44593757(R)-2-Amino-1,1,1-trifluoropropane hydrochloride

생성물 1

HCID 866757524-chloro-2,5-difluoro-N-[(1R)-2,2,2-trifluoro-1-methylethyl]benzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-Chloro-2,5-difluorobenzoyl chloride (29.6 mg, 0.140 mmol) (Oakwood, Cat. #: 001628) was added to a solution of (2R)-1,1,1-trifluoropropan-2-amine hydrochloride (20.0 mg, 0.134 mmol) (SynQuest Lab, Cat. #: 3130-7-R1) in methylene chloride (4.0 mL) at 0° C. The reaction mixture was stirred at room temperature for 30 min., then worked up with saturated aqueous NaHCO3, and extracted with dichloromethylene. The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to afford the desired product which was directly used in the next step reaction without further purification. LCMS (M+H)+: m/z=288.0/289.9.

후처리

  1. extractionextracted with dichloromethylene
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1ba48dafef0e46228e092a0cfe7e4774
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023840B2

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