Trifluoroacetic acid → (S)-3-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)-4-(isoquinolin-3-ylcarbamoyloxy)butanoic acid

HRID 416444노트

반응식

HRID 416444 반응식
[Cl:1][C:2]1[C:37]([F:38])=[CH:36][CH:35]=[CH:34][C:3]=1[CH2:4][NH:5][C:6](=[O:33])[N:7]([C@H:9]([CH2:18][O:19][C:20](=[O:32])[NH:21][C:22]1[N:23]=[CH:24][C:25]2[C:30]([CH:31]=1)=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])[CH3:8].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[C:37]([F:38])=[CH:36][CH:35]=[CH:34][C:3]=1[CH2:4][NH:5][C:6](=[O:33])[N:7]([C@H:9]([CH2:18][O:19][C:20](=[O:32])[NH:21][C:22]1[N:23]=[CH:24][C:25]2[C:30]([CH:31]=1)=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:10][C:11]([OH:13])=[O:12])[CH3:8]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57947781(S)-tert-butyl 3-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)-4-(isoquinolin-3-ylcarbamoyloxy)butanoate

생성물 1

HCID 57947837(S)-3-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)-4-(isoquinolin-3-ylcarbamoyloxy)butanoic acid수율 180.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of (S)-tert-butyl 3-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)-4-(isoquinolin-3-ylcarbamoyloxy)butanoate (0.8 g, 1.47 mmol) and DCM (10 mL) was added TFA (10 mL). The resulting solution was stirred at RT for 1 h. The mixture was concentrated, and the remaining residue was dried in vacuo to give (S)-3-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)-4-(isoquinolin-3-ylcarbamoyloxy)butanoic acid (1.3 g), which was used without further purification. LRMS (M+H+) m/z 489.1.

후처리

  1. concentrationThe mixture was concentrated
  2. customthe remaining residue was dried in vacuo

출처 및 근거

ORD 기록
ord-f2b6f6522367429282100480a2056df6
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088793B2

반응 노트

불러오는 중…