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

HRID 514398

반응식

HRID 514398 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-68db4656bb9c433a8815a7031eb060b3
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09107916B2

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