Triethylamine → (R)-3-(2-Fluoro-phenyl)-N-(2-hydroxy-1-naphthalen-2-yl-ethyl)-acrylamide

HRID 1825054노트

반응식

HRID 1825054 반응식
[NH2:1][C@H:2]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)[CH2:3][OH:4].[F:15][C:16]1[CH:26]=[CH:25][CH:24]=[CH:23][C:17]=1[CH:18]=[CH:19][C:20](O)=[O:21].CCN=C=NCCCN(C)C.Cl.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[F:15][C:16]1[CH:26]=[CH:25][CH:24]=[CH:23][C:17]=1[CH:18]=[CH:19][C:20]([NH:1][C@H:2]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)[CH2:3][OH:4])=[O:21]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 679773-(2-Fluorophenyl)prop-2-enoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 8027555(R)-2-Amino-2-(naphthalen-2-yl)ethanol

생성물 1

HCID 69593409(R)-3-(2-Fluoro-phenyl)-N-(2-hydroxy-1-naphthalen-2-yl-ethyl)-acrylamide수율 83.5%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of (R)-2-amino-2-naphthalen-2-yl-ethanol (0.2 mmol), 2-fluorocinnamic acid (0.2 mmol), EDC HCl (0.4 mmol), DMAP (0.2 mmol), triethyl amine (0.6 mmol) in dichloromethane (4 mL) was stirred at room temperature for 14 h. The reaction mixture was purified by flash chromatography with 50% ethyl acetate in hexanes to provide the desired product (56 mg) as a solid.

후처리

  1. customThe reaction mixture was purified by flash chromatography with 50% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-a31054c5bdac4301b453e9fbbbe14e27
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07045551B2

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