Triethylamine → 5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethylamino}-nicotinic Acid Methyl Ester

HRID 11687

반응식

HRID 11687 반응식
[NH2:1][CH2:2][C:3]([N:5]1[CH2:10][C@H:9]([CH3:11])[N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH2:7][C@H:6]1[CH3:20])=[O:4].[CH3:21][O:22][C:23](=[O:32])[C:24]1[CH:29]=[C:28]([Cl:30])[CH:27]=[N:26][C:25]=1Cl.C(N(CC)CC)C>C(#N)C>[CH3:21][O:22][C:23](=[O:32])[C:24]1[CH:29]=[C:28]([Cl:30])[CH:27]=[N:26][C:25]=1[NH:1][CH2:2][C:3]([N:5]1[CH2:10][C@H:9]([CH3:11])[N:8]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)[CH2:7][C@H:6]1[CH3:20])=[O:4]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 2764318Methyl 2,5-DichloronicotinateHCID 696557642-amino-1-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-ethanone

생성물 1

HCID 696552465-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethylamino}-nicotinic Acid Methyl Ester수율 36.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 2-amino-1-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-ethanone (0.27 g, 0.97 mmol) in acetonitrile (5 mL) was added 2,5-dichloro-nicotinic acid methyl ester (0.20 g, 0.97 mmol) and triethylamine (0.135 mL, 0.97 mmol). The reaction was refluxed for 2 hours. The reaction was concentrated and purified by chromatography on silica gel to give the title compound (0.16 g).

후처리

  1. temperatureThe reaction was refluxed for 2 hours
  2. concentrationThe reaction was concentrated
  3. custompurified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-387ec78d8b004fb4b3229b0d533e7d0f
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098212B2

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