1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → N-[3-(1,2-dimethylimidazol-5-yl)-phenyl]-6-fluoro-9H-carbazole-1-carboxamide

HRID 1835483노트

반응식

HRID 1835483 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[C:9]([C:15]([OH:17])=O)=[CH:8][CH:7]=[CH:6][C:5]2=1.[CH3:18][N:19]1[C:23]([C:24]2[CH:25]=[C:26]([CH:28]=[CH:29][CH:30]=2)[NH2:27])=[CH:22][N:21]=[C:20]1[CH3:31].Cl.C(N=C=NCCCN(C)C)C>ClCCl.CN(C)C1C=CN=CC=1>[CH3:18][N:19]1[C:23]([C:24]2[CH:25]=[C:26]([NH:27][C:15]([C:9]3[C:10]4[NH:11][C:12]5[C:4](=[CH:3][C:2]([F:1])=[CH:14][CH:13]=5)[C:5]=4[CH:6]=[CH:7][CH:8]=3)=[O:17])[CH:28]=[CH:29][CH:30]=2)=[CH:22][N:21]=[C:20]1[CH3:31]

참가 물질

6

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 235036506-fluoro-9H-carbazole-1-carboxylic acidHCID 235036623-(1,2-dimethyl-1H-imidazol-5-yl)aniline

생성물 1

HCID 23503681N-[3-(1,2-dimethylimidazol-5-yl)-phenyl]-6-fluoro-9H-carbazole-1-carboxamide수율 59.1%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

To a suspension of 6-fluoro-9H-carbazole-1-carboxylic acid (37 mg) and 3-(1,2-dimethylimidazol-5-yl)aniline (43 mg) in dichloromethane (1 ml) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (53 mg) and 4-dimethylaminopyridine (11 mg), and the mixture was stirred for 40 hours. The mixture was diluted with dichloromethane and washed with water and brine. The mixture was dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified with a silica gel column chromatography eluting with 2-3% methanol/dichloromethane to give N-[3-(1,2-dimethylimidazol-5-yl)-phenyl]-6-fluoro-9H-carbazole-1-carboxamide (38 mg, 51.4%).

후처리

  1. washwashed with water and brine
  2. dry with materialThe mixture was dried over magnesium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was purified with a silica gel column chromatography
  5. washeluting with 2-3% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-aa2236e1e6f84e4f9b3249015993a445
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06770667B1

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