Trifluoroacetic acid → HCID 178509553, 화합물

HRID 1424158노트

반응식

HRID 1424158 반응식
C(OC(=O)[NH:7][C@H:8]([C:32]1[NH:36][C:35]2[CH:37]=[CH:38][C:39]([C:41]3[CH:46]=[CH:45][C:44]([C:47]#[N:48])=[C:43]([F:49])[CH:42]=3)=[CH:40][C:34]=2[N:33]=1)[CH2:9][C:10](=[O:31])[NH:11]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C.FC(F)(F)C(O)=O>>[NH2:7][C@H:8]([C:32]1[NH:36][C:35]2[CH:37]=[CH:38][C:39]([C:41]3[CH:46]=[CH:45][C:44]([C:47]#[N:48])=[C:43]([F:49])[CH:42]=3)=[CH:40][C:34]=2[N:33]=1)[CH2:9][C:10]([NH2:11])=[O:31]

참가 물질

3

반응물 2

HCID 6422Trifluoroacetic acidHCID 178454216HCID 178454216, 화합물

생성물 1

HCID 178509553HCID 178509553, 화합물수율 66.3%

실험 절차

(S)-tert-butyl(1-(5-(4-cyano-3-fluorophenyl)-1H-benzo[d]imidazol-2-yl)-3-oxo-3-(tritylamino)propyl)carbamate (Preparation 17, 28 mg, 0.042 mmol) was dissolved in trifluoroacetic acid (1.1 mL, 14 mmol) and stirred for 2.5 hours. The reaction mixture was concentrated in vacuo, azeotroped with methanol (3×), and purified by silica gel column chromatography eluting with 0-100% CMA80/methylene chloride to afford the title compound (9 mg, 37%) as a white solid.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customazeotroped with methanol (3×)
  3. custompurified by silica gel column chromatography
  4. washeluting with 0-100% CMA80/methylene chloride

출처 및 근거

ORD 기록
ord-ddb9fd82344545c9b19338ee666bae09
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927587B2

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