Triethylamine → 3-(2,5-Difluoro-phenyl)-N-{1-[3-(pyridin-4-ylamino)-phenyl]ethyl}-acrylamide

HRID 2183472

반응식

HRID 2183472 반응식
[NH2:1][C@H:2]([C:4]1[CH:5]=[C:6]([NH:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:7]=[CH:8][CH:9]=1)[CH3:3].[F:17][C:18]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:19]=1[CH:20]=[C:21](Cl)[C:22](O)=[O:23].CCN=C=NCCCN(C)C.Cl.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[F:17][C:18]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:19]=1[CH:20]=[CH:21][C:22]([NH:1][CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11]2[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=2)[CH:5]=1)[CH3:3])=[O:23]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 60004117(S)-[3-(1-amino-ethyl)-phenyl]-pyridin-4-yl-amineHCID 867597472.5-Difluoro-chlorocinnamic acid

생성물 1

HCID 698003043-(2,5-Difluoro-phenyl)-N-{1-[3-(pyridin-4-ylamino)-phenyl]ethyl}-acrylamide수율 81.7%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of (S)-[3-(1-amino-ethyl)-phenyl]-pyridin-4-yl-amine (0.1 mmol), 2.5-difluoro-chlorocinnamic acid (0.1 mmol), EDAC.HCl (0.2 mmol), DMAP (0.1 mmol), triethylamine (0.3 mmol) in dichloromethane (2 mL) was stirred at room temperature overnight. The reaction mixture was purified by flash chromatography with 5% methnol in ethyl acetate to provide the title compound (31 mg) as a solid.

후처리

  1. customThe reaction mixture was purified by flash chromatography with 5% methnol in ethyl acetate

출처 및 근거

ORD 기록
ord-516a3a37db3a4d388f037877ad273a50
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900210B2

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