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 2302280ノート

反応式

HRID 2302280 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ee57af62bfb144d18f0d2bdeffcafcce
出典データセット
uspto-grants-2002_08
特許番号
US06432944B1

反応ノート

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