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Triethylamine → Cyclopropanecarboxylic Acid 2-methyl-4-(2-methyl-4,5-dihydro-1-oxa-3,6-diaza-benzo[e]azulene-6-carbonyl)-benzylamide

HRID 220984
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HRID 220984 반응식
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.Cl.[NH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([N:18]2[CH2:27][CH2:26][C:25]3[N:24]=[C:23]([CH3:28])[O:22][C:21]=3[C:20]3[CH:29]=[CH:30][CH:31]=[CH:32][C:19]2=3)=[O:17])=[CH:12][C:11]=1[CH3:33].C(N(CC)CC)C>ClCCl>[CH3:33][C:11]1[CH:12]=[C:13]([C:16]([N:18]2[CH2:27][CH2:26][C:25]3[N:24]=[C:23]([CH3:28])[O:22][C:21]=3[C:20]3[CH:29]=[CH:30][CH:31]=[CH:32][C:19]2=3)=[O:17])[CH:14]=[CH:15][C:10]=1[CH2:9][NH:8][C:4]([CH:1]1[CH2:3][CH2:2]1)=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 67287214(4-Aminomethyl-3-methyl-phenyl)-(2-methyl-4,5-dihydro-1-oxa-3,6-diaza-benzo[e]azulen-6-yl)-methanone Hydrochloride

생성물 1

HCID 57555255Cyclopropanecarboxylic Acid 2-methyl-4-(2-methyl-4,5-dihydro-1-oxa-3,6-diaza-benzo[e]azulene-6-carbonyl)-benzylamide수율 67%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Cyclopropanecarbonyl chloride (26 mg, 0.25 mmol) was added to a solution of (4-aminomethyl-3-methyl-phenyl)-(2-methyl-4,5-dihydro-1-oxa-3,6-diaza-benzo[e]azulen-6-yl)-methanone hydrochloride from Example E119.2 (85 mg, 0.22 mmol) in dichloromethane (5 ml) and triethylamine (to pH9) at room temperature. The mixture was stirred for 1 h then purified by flash chromatography on silica gel (eluant; 10% methanol:90% dichloromethane) to give a white solid identified as the title compound (62 mg, 67%).

후처리

  1. customat room temperature
  2. customthen purified by flash chromatography on silica gel (eluant; 10% methanol:90% dichloromethane)
  3. customto give a white solid

출처 및 근거

ORD 기록
ord-a29c0c6d62334a61862b17a89e07f14f
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08202858B2

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