Water → (1-Methyl-1H-indazol-6-yl)methanol

HRID 514398

反応式

HRID 514398 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11](OC)=[O:12])[CH:9]=2)[CH:4]=[N:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O>C1COCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:11][OH:12])[CH:9]=2)[CH:4]=[N:3]1

参加物

5

反応物 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 22598983Methyl 1-methyl-1H-indazole-6-carboxylate

生成物 1

HCID 44119265(1-Methyl-1H-indazol-6-yl)methanol収率 97.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A solution of methyl 1-methyl-1H-indazole-6-carboxylate (230 mg, 1.21 mmol, PREPARATION 4) in anhydrous THF (4 mL) was cooled to 0° C., LiAlH4 (92 mg, 2.42 mmol) was added in portions below 0° C., and the mixture was then stirred at 0° C. for 1.5 h, added water: 10% NaOH:water=0.2 mL:0.2 mL:0.6 mL carefully, filtered, and the filtrate was concentrated and purified by silica gel flash column to give 192 mg of crude product which was used directly for next step (98%). [M+H] Calc'd for C9H10N2O, 163. Found, 163.

後処理

  1. filtration10% NaOH:water=0.2 mL:0.2 mL:0.6 mL carefully, filtered
  2. concentrationthe filtrate was concentrated
  3. custompurified by silica gel flash column

出典と根拠

ORDレコード
ord-68db4656bb9c433a8815a7031eb060b3
出典データセット
uspto-grants-2015_08
特許番号
US09107916B2

関連ノート

読み込み中…