Trifluoroacetic acid → Tetrahydro-1,4-benzodiazepin-2-one

HRID 1253871노트

반응식

HRID 1253871 반응식
C(OC([N:8]1[CH2:14][C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[NH:11][C:10](=[O:19])[CH2:9]1)=O)(C)(C)C.[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23]>C(Cl)Cl>[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23].[NH:11]1[C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[CH2:14][NH:8][CH2:9][C:10]1=[O:19]

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acid2회HCID 22632545tert-Butyl 2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepine-4(5H)-carboxylate

생성물 2

HCID 6422Trifluoroacetic acidHCID 192746Tetrahydro-1,4-benzodiazepin-2-one수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepine-4-carboxylic acid tert-butyl ester (300 mg, 1.14 mmol) in dry DCM (10 mL) was added trifluoroacetic acid (3.42 mL, 3 mL/mmol. The reaction mixture was stirred at r.t. for 2 h. After completion of the reaction as confirmed by TLC, excess of trifluoroacetic acid and DCM were removed under vacuo to afford trifluoroacetic acid salt of 1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one (295 mg, 93%) as a gummy solid. The crude compound was used as such without further purification for the next step.

후처리

  1. customAfter completion of the reaction
  2. customwere removed under vacuo

출처 및 근거

ORD 기록
ord-5005d267f92b4854a41c767f24026e46
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455479B2

반응 노트

불러오는 중…