Formaldehyde → 1-Hydroxymethyl-3-(1-methyl-4-piperidinyl)-1H-indazole

HRID 986113

反応式

HRID 986113 の反応式
[CH2:1]=[O:2].[CH3:3][N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][N:11]=2)[CH2:6][CH2:5]1.[OH-].[Na+]>C(O)C>[OH:2][CH2:1][N:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH:7]2[CH2:6][CH2:5][N:4]([CH3:3])[CH2:9][CH2:8]2)=[N:11]1

参加物

5

反応物 3

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 178480237HCID 178480237、化合物

生成物 1

HCID 140325041-Hydroxymethyl-3-(1-methyl-4-piperidinyl)-1H-indazole収率 57.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 0.52 g of paraformaldehyde, 3.0 g of 3-(1-methyl-4-piperidinyl)-1H-indazole, 15 ml of ethanol and 0.34 ml of 5% aqueous sodium hydroxide was refluxed for 3 hrs. The ethanol was removed in vacuo and the residue diluted with water. The aqueous suspension was extracted with dichloromethane (2x, 50 ml) and the combined extracts were washed with water and dried over anhydrous magnesium sulfate. The dichloromethane was evaporated in vacuo to yield an oil, which crystallized upon standing. The solid was recrystallized twice from ethyl acetate to yield 1.3 g (57.8%) of product, mp 128°-130° C.

後処理

  1. customThe ethanol was removed in vacuo
  2. additionthe residue diluted with water
  3. extractionThe aqueous suspension was extracted with dichloromethane (2x, 50 ml)
  4. washthe combined extracts were washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe dichloromethane was evaporated in vacuo
  7. customto yield an oil, which
  8. customcrystallized
  9. customThe solid was recrystallized twice from ethyl acetate

出典と根拠

ORDレコード
ord-2cbc01f5374b4d74bd0aee0b14a5c6c3
出典データセット
uspto-grants-1987_12
特許番号
US04710573

関連ノート

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