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1-Bromopropane → 1-Propyl-1h-indazole-3-carboxylic acid

HRID 1586452
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HRID 1586452 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=[O:11])=[N:2]1.[H-].[Na+].Br[CH2:16][CH2:17][CH3:18]>CN(C=O)C>[CH2:16]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=[O:11])=[N:2]1)[CH2:17][CH3:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 78401-BromopropaneHCID 24758Sodium hydrideHCID 78250Indazole-3-carboxylic acid

생성물 1

HCID 106320111-Propyl-1h-indazole-3-carboxylic acid수율 67.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1H-indazole-3-carboxylic acid (5.00 g) in DMF (40 ml) was gradually added 60% sodium hydride (1.55 g) at 0° C. with stirring, and the mixture was stirred at room temperature for one hour. Then 1-bromopropane (4.55 g) was added, and the mixture was stirred overnight. The reaction solution was distilled off, dissolved in water, and washed with ethyl acetate. The aqueous layer was made acidic with hydrochloric acid, extracted with ethyl acetate, then the extract was dried over anhydrous magnesium sulfate, and decolorized with active carbon. After the solvent was distilled off, crystallization from ether gave the title compound (4.24 g) as crystals. Yield=67%.

후처리

  1. customat 0° C.
  2. stirringthe mixture was stirred at room temperature for one hour
  3. stirringthe mixture was stirred overnight
  4. distillationThe reaction solution was distilled off
  5. dissolutiondissolved in water
  6. washwashed with ethyl acetate
  7. extractionextracted with ethyl acetate
  8. dry with materialthe extract was dried over anhydrous magnesium sulfate
  9. distillationAfter the solvent was distilled off
  10. customcrystallization from ether

출처 및 근거

ORD 기록
ord-738ee3fc61c6471c95a8397993440009
출처 데이터셋
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05945434

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