5-Azido-3-methyl-3,5-dihydro-4H-benzo[d][1,2]diazepin-4-one → 5-Amino-3-methyl-3,5-dihydro-4H-benzo[d][1,2]diazepin-4-one

HRID 2302280노트

반응식

HRID 2302280 반응식
[N:1]([CH:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH:8]=[N:7][N:6]([CH3:15])[C:5]1=[O:16])=[N+]=[N-]>CCOC(C)=O.[Pd]>[NH2:1][CH:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH:8]=[N:7][N:6]([CH3:15])[C:5]1=[O:16]

참가 물질

4

반응물 1

HCID 222436965-Azido-3-methyl-3,5-dihydro-4H-benzo[d][1,2]diazepin-4-one

생성물 1

HCID 222436975-Amino-3-methyl-3,5-dihydro-4H-benzo[d][1,2]diazepin-4-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매2회

실험 절차

To a solution of 5(R,S)-azido-4,5-dihydro-3-methyl-3H-2,3-benzodiazepin-4-one (1.5 g, 7 mmol) in EtOAc (150 mL) was added 10% Pd on carbon (50 mg) and stirred under an atmosphere of hydrogen. The reaction was closely monitored by TLC using EtOAc as eluent. The reaction was complete after 1 h (TLC) and then filtered the catalyst over a pad of celite. The solvent was removed and the 5(R,S)-amino-4,5-dihydro-3-methyl-3H-2,3-benzodiazepin-4-one was dried under high vacuum. This amine product was used immediately in the coupling reactions with various amino acids to yield Formula IIC products.

후처리

  1. filtration(TLC) and then filtered the catalyst over a pad of celite
  2. customThe solvent was removed
  3. dry with materialthe 5(R,S)-amino-4,5-dihydro-3-methyl-3H-2,3-benzodiazepin-4-one was dried under high vacuum
  4. customto yield Formula IIC products

출처 및 근거

ORD 기록
ord-ee57af62bfb144d18f0d2bdeffcafcce
출처 데이터셋
uspto-grants-2002_08
특허 번호
US06432944B1

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