Water → 1-Ethyl-3-(1-methyl-4-piperidinyl)-1H-indazole hydrobromide

HRID 652132

반응식

HRID 652132 반응식
[H-].[Na+].[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.[CH2:19]([Br:21])[CH3:20].O>CN(C)C=O>[BrH:21].[CH2:19]([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)[CH3:20]

참가 물질

6

반응물 4

HCID 962WaterHCID 6332Ethyl BromideHCID 24758Sodium hydrideHCID 178480237HCID 178480237, 화합물

생성물 1

HCID 140324981-Ethyl-3-(1-methyl-4-piperidinyl)-1H-indazole hydrobromide수율 52.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

To a stirred suspension of 0.86 g of sodium hydride (50% oil dispersion) in 50 ml of dimethylformamide was added, dropwise, 3.0 g of 3-(1-methyl-4-piperidinyl)-1H-indazole in 15 ml of hot dimethylformamide. The reaction mixture was stirred at ambient temperature and 1.34 ml of ethyl bromide in 10 ml of dimethylformamide was added, dropwise. The reaction was stirred overnight at ambient temperature and poured into water. The aqueous suspension was extracted with ethyl acetate (2×, 100 ml). The extracts were combined, washed with water, dried over anhydrous magnesium sulfate, and the solvent evaporated in vacuo to yield an oil. The oil was dissolved in a minimum amount of ethanol-ether, and a saturated solution of ether-hydrogen bromide was added. The salt was recrystallized from ethanol-ether to yield 2.4 g (52.8%) of product, mp 240°-242° C.

후처리

  1. additionwas added
  2. stirringThe reaction was stirred overnight at ambient temperature
  3. extractionThe aqueous suspension was extracted with ethyl acetate (2×, 100 ml)
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent evaporated in vacuo
  7. customto yield an oil
  8. customThe salt was recrystallized from ethanol-ether

출처 및 근거

ORD 기록
ord-51f40c536541481baf4eaf58d99e3eb5
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04670447

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