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

HRID 652132

反応式

HRID 652132 の反応式
[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]

参加物

6

反応物 4

HCID 962WaterHCID 6332Ethyl BromideHCID 24758Sodium hydrideHCID 178480237HCID 178480237、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-51f40c536541481baf4eaf58d99e3eb5
出典データセット
uspto-grants-1987_06
特許番号
US04670447

関連ノート

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