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

HRID 1253870노트

반응식

HRID 1253870 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-9cc309e13bef49dc957424c026541a33
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455479B2

반응 노트

불러오는 중…