Trifluoroacetic acid → 1-Amino-N-[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]cyclopropanecarboxamide

HRID 2068556ノート

反応式

HRID 2068556 の反応式
[CH:1]1[N:5]2[C:6]3[CH:28]=[CH:27][CH:26]=[CH:25][C:7]=3[CH2:8][CH2:9][C@@H:10]([NH:11][C:12]([C:14]3([NH:17]C(=O)OC(C)(C)C)[CH2:16][CH2:15]3)=[O:13])[C:4]2=[N:3][CH:2]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:17][C:14]1([C:12]([NH:11][C@@H:10]2[CH2:9][CH2:8][C:7]3[CH:25]=[CH:26][CH:27]=[CH:28][C:6]=3[N:5]3[CH:1]=[CH:2][N:3]=[C:4]23)=[O:13])[CH2:15][CH2:16]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67234396Tert-butyl N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]carbamate

生成物 1

HCID 583040891-Amino-N-[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]cyclopropanecarboxamide収率 74.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Dissolve tert-butyl N-[1-[[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamoyl]cyclopropyl]carbamate (856 mg, 2.24 mmol) in dichloromethane (20 mL) and cool in an ice bath. Add trifluoroacetic acid (10 mL, 132.25 mmol). Remove the bath and stir the reaction for 1 hr. Concentrate the mixture under reduced pressure and add ethyl acetate. Wash with 1N NaOH and brine, dry over sodium sulfate, and concentrate the organic layer under reduced pressure to give the title compound (470 mg, 74%) as a white solid: MS (m/z): 283 (M+1).

後処理

  1. temperaturecool in an ice bath
  2. customRemove the bath
  3. customthe reaction for 1 hr
  4. concentrationConcentrate the mixture under reduced pressure
  5. additionadd ethyl acetate
  6. washWash with 1N NaOH and brine
  7. dry with materialdry over sodium sulfate
  8. concentrationconcentrate the organic layer under reduced pressure

出典と根拠

ORDレコード
ord-42f1547227c2440a868be047d2955629
出典データセット
uspto-grants-2012_10
特許番号
US08299061B2

反応ノート

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