Lithium hydroxide, monohydrate → [(5-Chloro-2-{2-[4-(4-Fluoro-Benzyl)-(2R,5S)-2,5-Dimethyl-Piperazin-1-Yl]-2-Oxo-Ethylamino}-Pyridine-3-Carbonyl)-Amino]-Acetic Acid

HRID 11690노트

반응식

HRID 11690 반응식
C[O:2][C:3](=[O:35])[CH2:4][NH:5][C:6]([C:8]1[C:9]([NH:15][CH2:16][C:17]([N:19]2[CH2:24][C@H:23]([CH3:25])[N:22]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)[CH2:21][C@H:20]2[CH3:34])=[O:18])=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:7].O.[OH-].[Li+]>O1CCCC1.CO.O>[Cl:14][C:12]1[CH:13]=[C:8]([C:6]([NH:5][CH2:4][C:3]([OH:35])=[O:2])=[O:7])[C:9]([NH:15][CH2:16][C:17]([N:19]2[CH2:24][C@H:23]([CH3:25])[N:22]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)[CH2:21][C@H:20]2[CH3:34])=[O:18])=[N:10][CH:11]=1

참가 물질

6

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 69655399[(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethylamino}-pyridine-3-carbonyl)-amino]-acetic Acid Methyl Ester

생성물 1

HCID 69655354[(5-Chloro-2-{2-[4-(4-Fluoro-Benzyl)-(2R,5S)-2,5-Dimethyl-Piperazin-1-Yl]-2-Oxo-Ethylamino}-Pyridine-3-Carbonyl)-Amino]-Acetic Acid수율 52.6%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of [(5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethylamino}-pyridine-3-carbonyl)-amino]-acetic acid methyl ester (0.043 g, 0.085 mmol) in tetrahydrofuran (1 mL), methanol (1 mL) and water (0.25 mL) was added lithium hydroxide monohydrate (0.018 g, 0.43 mmol). The reaction was stirred overnight. The reaction was then concentrated in vacuo, diluted with dichloromethane and passed through a fritted funnel. The filtrate was treated with saturated hydrogen chloride in diethyl ether and the white precipitate formed was collected by filtration to give the title compound (0.022 g, LRMS: 492.2).

후처리

  1. concentrationThe reaction was then concentrated in vacuo
  2. additiondiluted with dichloromethane
  3. custompassed through a fritted funnel
  4. additionThe filtrate was treated with saturated hydrogen chloride in diethyl ether
  5. customthe white precipitate formed
  6. filtrationwas collected by filtration

출처 및 근거

ORD 기록
ord-c4bdb46ab996423f929805ab86e19afc
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098212B2

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