Trifluoroacetic acid → (R)-2-[(RS)-2-amino-2-(6-bromo-pyridin-2-yl)-propoxy]-3,3,3-trifluoro-2-methyl-propionitrile

HRID 474055노트

반응식

HRID 474055 반응식
C(OC(=O)[NH:7][C:8]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[N:21]=1)([CH3:19])[CH2:9][O:10][C@@:11]([C:17]#[N:18])([CH3:16])[C:12]([F:15])([F:14])[F:13])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][C:8]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[N:21]=1)([CH3:19])[CH2:9][O:10][C@@:11]([CH3:16])([C:12]([F:13])([F:15])[F:14])[C:17]#[N:18]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86715548[(RS)-1-(6-Bromo-pyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methyl-ethoxy)-1-methyl-ethyl]-carbamic acid tert-butyl ester

생성물 1

HCID 86668027(R)-2-[(RS)-2-amino-2-(6-bromo-pyridin-2-yl)-propoxy]-3,3,3-trifluoro-2-methyl-propionitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of [(RS)-1-(6-bromo-pyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methyl-ethoxy)-1-methyl-ethyl]-carbamic acid tert-butyl ester (0.456 g, 1.008 mmol) and TFA (1.554 ml, 2.299 g, 20.17 mmol) in DCM (5 ml) was stirred at rt for 30 min, concentrated and triturated with 7N NH3/MeOH at rt for 20 min and again concentrated to give the title compound that was used for the next step without further purification. HPLC RtH4=0.69, 0.73 min (diastereomers); ESIMS: 352, 354 [(M+H)+].

후처리

  1. concentrationconcentrated
  2. customtriturated with 7N NH3/MeOH at rt for 20 min
  3. concentrationagain concentrated

출처 및 근거

ORD 기록
ord-058b6cadb3e040dfa1f5388f4b376f6d
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637508B2

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