Methyl iodide → 4-[[2-[(n-butylmethylamino)methyl]-1H-indol-3-yl]methyl]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one

HRID 262157

反応式

HRID 262157 の反応式
[CH2:1]([N:5]1[CH2:16][C:15]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7]=2[CH2:6]1)[CH2:2][CH2:3][CH3:4].CI.N1C=C[C:21](=O)N=1.[C:25]1([N:31]2[C:35](=[O:36])[CH:34]=[C:33]([CH3:37])[NH:32]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[H-].[Na+]>CN(C)C=O.O>[CH2:1]([N:5]([CH2:6][C:7]1[NH:8][C:9]2[C:14]([C:15]=1[CH2:21][CH:34]1[C:33]([CH3:37])=[N:32][N:31]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:35]1=[O:36])=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH3:16])[CH2:2][CH2:3][CH3:4]

参加物

8

実験手順

A solution of 2-n-Butyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole, 8.6 g., and methyl iodide, 2.6 ml. in dimethylformamide is stirred fifteen minutes, and then added all at once to a solution of the anion of the pyrazolone, prepared from 6.96 g. of 2-phenyl-5-methyl-3H-pyrazol-3-one and 2.0 g. fifty percent sodium hydride in dimethylformamide at 10°-20° C. The mixture is heated on a steam bath for one hour, then stirred at room temperature for sixteen hours. The reaction mixture is next poured into water, precipitating the product, 8.6 g., m.p. about 180°-200° with decomposition. Recrystallization from methanol gives 6.3 g., m.p. 195°-200° with decomposition.

後処理

  1. customprepared from 6.96 g
  2. customat 10°-20° C
  3. temperatureThe mixture is heated on a steam bath for one hour
  4. customprecipitating the product, 8.6 g
  5. customRecrystallization from methanol
  6. customgives 6.3 g

出典と根拠

ORDレコード
ord-5242bf3ae1fa4368aaa68443bfd0a4f7
出典データセット
uspto-grants-1979_05
特許番号
US04153711

関連ノート

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