Triethylamine → (R)-3-(2-Chloro-phenyl)-N-[1-(4-fluoro-3-morpholin-4-yl-phenyl)-2-hydroxy-ethyl]-acrylamide

HRID 1825053노트

반응식

HRID 1825053 반응식
[NH2:1][C@H:2]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH:6]=1)[CH2:3][OH:4].[Cl:18][C:19]1[CH:29]=[CH:28][CH:27]=[CH:26][C:20]=1[CH:21]=[CH:22][C:23](O)=[O:24].CCN=C=NCCCN(C)C.Cl.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[Cl:18][C:19]1[CH:29]=[CH:28][CH:27]=[CH:26][C:20]=1[CH:21]=[CH:22][C:23]([NH:1][C@H:2]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH:6]=1)[CH2:3][OH:4])=[O:24]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 195673-(2-Chlorophenyl)acrylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57419699(R)-2-Amino-2-(4-fluoro-3-morpholin-4-yl-phenyl)-ethanol

생성물 1

HCID 69593433(R)-3-(2-Chloro-phenyl)-N-[1-(4-fluoro-3-morpholin-4-yl-phenyl)-2-hydroxy-ethyl]-acrylamide수율 71.6%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of (R)-2-amino-2-(4-fluoro-3-morpholin-4-yl-phenyl)-ethanol (0.1 mmol), 2-chloro-cinnamic acid (0.1 mmol), EDC·HCl (0.2 mmol), DMAP (0.1 mmol), triethyl amine (0.3 mmol) in dichloromethane (2 mL) was stirred at room temperature for 14 h. The reaction mixture was purified by flash chromatography with 5% methnol in ethyl acetate to provide the title compound as a solid (29 mg).

후처리

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

출처 및 근거

ORD 기록
ord-00a75db94c15453f906bbea73fc12d28
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07045551B2

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