Triethylamine → 4-(cyclopropoxy)-N-[1-(5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-ylcarbamoyl)cyclopropyl]benzamide

HRID 2068553노트

반응식

HRID 2068553 반응식
[CH:1]1[N:5]2[C:6]3[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=3[CH2:8][CH2:9][CH:10]([NH2:11])[C:4]2=[N:3][CH:2]=1.[CH:16]1([O:19][C:20]2[CH:34]=[CH:33][C:23]([C:24]([NH:26][C:27]3([C:30](O)=[O:31])[CH2:29][CH2:28]3)=[O:25])=[CH:22][CH:21]=2)[CH2:18][CH2:17]1.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C>ClCCl>[CH:16]1([O:19][C:20]2[CH:21]=[CH:22][C:23]([C:24]([NH:26][C:27]3([C:30](=[O:31])[NH:11][CH:10]4[CH2:9][CH2:8][C:7]5[CH:12]=[CH:13][CH:14]=[CH:15][C:6]=5[N:5]5[CH:1]=[CH:2][N:3]=[C:4]45)[CH2:29][CH2:28]3)=[O:25])=[CH:33][CH:34]=2)[CH2:18][CH2:17]1

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 583040445,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-amineHCID 672344531-(4-Cyclopropoxybenzamido)cyclopropanecarboxylic acid

생성물 1

HCID 672348194-(cyclopropoxy)-N-[1-(5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-ylcarbamoyl)cyclopropyl]benzamide수율 89%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-amine (400 mg, 2.01 mmol), 1-(4-cyclopropoxybenzamido)cyclopropanecarboxylic acid (577 mg, 2.21 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (462 mg, 2.41 mmol) and 1-hydroxybenzotriazole hydrate (369 mg, 2.41 mmol) in dichloromethane (8 mL), add triethylamine (1.26 mL, 9.03 mmol) and stir the mixture at ambient temperature for approximately 16 hours. Purify the crude mixture by flash chromatography (0% to 5% MeOH/dichloromethane) to give the title compound (791 mg, 89%) as a tan foam: MS (m/z): 443 (M+1).

후처리

  1. customPurify the crude mixture by flash chromatography (0% to 5% MeOH/dichloromethane)

출처 및 근거

ORD 기록
ord-ca2191e02ca7434a8ead6138e42ce688
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299061B2

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