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

HRID 2068556노트

반응식

HRID 2068556 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-42f1547227c2440a868be047d2955629
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299061B2

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