Lithium hydroxide, monohydrate → 4-Methyl-5-(3-(4-methylpiperazin-1-yl)benzyl)thiazole-2-carboxylic acid

HRID 517541

反応式

HRID 517541 の反応式
[CH3:1][C:2]1[N:3]=[C:4]([C:21]([O:23]CC)=[O:22])[S:5][C:6]=1[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)[CH:9]=1.O[Li].O>C1COCC1.O>[CH3:1][C:2]1[N:3]=[C:4]([C:21]([OH:23])=[O:22])[S:5][C:6]=1[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N:14]2[CH2:15][CH2:16][N:17]([CH3:20])[CH2:18][CH2:19]2)[CH:9]=1

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 86711481Ethyl 4-methyl-5-(3-(4-methylpiperazin-1-yl)benzyl)thiazole-2-carboxylate

生成物 1

HCID 867114824-Methyl-5-(3-(4-methylpiperazin-1-yl)benzyl)thiazole-2-carboxylic acid収率 29.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of ethyl 4-methyl-5-(3-(4-methylpiperazin-1-yl)benzyl)thiazole-2-carboxylate (270 mg, 0.72 mmol) was treated with LiOH.H2O (61 mg, 1.45 mmol) in THF (4 mL) and H2O (1 mL), and stirred at RT for 2 h. The solvents were removed under reduced pressure and the residue was purified by Combiflash (20% MeCN/H2O) to afford 4-methyl-5-(3-(4-methylpiperazin-1-yl)benzyl)thiazole-2-carboxylic acid as a yellow solid (70 mg, 29%). MS (ES+) C17H21N3O2S requires: 331, found: 332[M+H]+.

後処理

  1. customThe solvents were removed under reduced pressure
  2. customthe residue was purified by Combiflash (20% MeCN/H2O)

出典と根拠

ORDレコード
ord-71ff6943f6964a87b6869327e2794926
出典データセット
uspto-grants-2015_08
特許番号
US09115120B2

関連ノート

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