Trifluoroacetic acid → HCID 178509553、化合物

HRID 1424158ノート

反応式

HRID 1424158 の反応式
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]

参加物

3

反応物 2

HCID 6422Trifluoroacetic acidHCID 178454216HCID 178454216、化合物

生成物 1

HCID 178509553HCID 178509553、化合物収率 66.3%

実験手順

(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.

後処理

  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

出典と根拠

ORDレコード
ord-ddb9fd82344545c9b19338ee666bae09
出典データセット
uspto-grants-2015_01
特許番号
US08927587B2

反応ノート

読み込み中…