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

HRID 867676

반응식

HRID 867676 반응식
[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

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 178480237HCID 178480237, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b1cd6f65f9114292a63255529ebe0fe6
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04775761

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