1-Hydroxybenzotriazole → tert-Butyl 2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepine-4(5H)-carboxylate

HRID 1253870ノート

反応式

HRID 1253870 の反応式
C[O:2][C:3](=O)[CH2:4][N:5]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH2:20])[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].C1C=CC2N(O)N=NC=2C=1>C1(C)C=CC=CC=1>[C:9]([O:8][C:6]([N:5]1[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:20][C:3](=[O:2])[CH2:4]1)=[O:7])([CH3:12])([CH3:11])[CH3:10]

参加物

4

反応物 2

HCID 757711-HydroxybenzotriazoleHCID 68630241[(2-Amino-benzyl)-tert-butoxycarbonyl-amino]acetic acid methyl ester

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

To a solution of [(2-amino-benzyl)-tert-butoxycarbonyl-amino]acetic acid methyl ester (640 mg, 2.18 mmol) in toluene (30 mL), was added HOBT (177 mg, 1.31 mmol). The reaction mixture was heated at 100° C. for 24 h. After the completion of reaction, as confirmed by TLC, the solvent was removed in vacuo to afford the crude compound, which was purified by column chromatography (silica gel, 7:13 EtOAc:Pet. Ether) to afford pure 2-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepine-4-carboxylic acid tert-butyl ester: (350 mg, 61%) as a solid.

後処理

  1. customAfter the completion of reaction
  2. customthe solvent was removed in vacuo
  3. customto afford the crude compound, which
  4. customwas purified by column chromatography (silica gel, 7:13 EtOAc:Pet. Ether)

出典と根拠

ORDレコード
ord-9cc309e13bef49dc957424c026541a33
出典データセット
uspto-grants-2013_06
特許番号
US08455479B2

反応ノート

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