Methanol → HCID 71294051、化合物

HRID 240719ノート

反応式

HRID 240719 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:20]([NH:22][N:23]3[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][O:31]C(=O)C)[CH2:25][CH2:24]3)=[O:21])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:4][CH:3]=1.C1COCC1.CO.[OH-].[Li+]>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:20]([NH:22][N:23]3[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][OH:31])[CH2:25][CH2:24]3)=[O:21])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:18])([F:19])[F:17])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 71294296HCID 71294296、化合物

生成物 1

HCID 71294051HCID 71294051、化合物収率 35%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Acetic acid 2-(4-{[5-(4-chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridine-3-carbonyl]-amino}-piperazin-1-yl)-ethyl ester (100 mg, 200 μmol) was combined with THF (2 mL), methanol (1 mL) and water (1 mL) to give a light yellow solution. Lithium hydroxide (14.3 mg, 599 μmol) was added and the mixture was stirred for 1 h at room temperature. Subsequently the reaction mixture was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, 12 g, 0% to 100% ethyl acetate in n-heptane) to give the title compound (32 mg, 35%) as light yellow solid; MS (EI) 459.2 (M+H)+.

後処理

  1. customto give a light yellow solution
  2. concentrationSubsequently the reaction mixture was concentrated in vacuo
  3. customthe residue was purified by flash chromatography (silica gel, 12 g, 0% to 100% ethyl acetate in n-heptane)

出典と根拠

ORDレコード
ord-280f172a6e8145d5a6c762779c225fa8
出典データセット
uspto-grants-2014_02
特許番号
US08648099B2

反応ノート

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