Dimethylformamide → HCID 178503591、化合物

HRID 487273ノート

反応式

HRID 487273 の反応式
[CH:1]1([N:6]2[C:10]([NH2:11])=[C:9]([C:12]([O:14]C)=O)[C:8]([S:16][CH3:17])=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[N:19]1[CH:24]=[CH:23][C:22]([C:25](N)=[NH:26])=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>C(O)(=O)C>[CH:1]1([N:6]2[C:10]3=[N:11][C:25]([C:22]4[CH:23]=[CH:24][N:19]=[CH:20][CH:21]=4)=[N:26][C:12](=[O:14])[C:9]3=[C:8]([S:16][CH3:17])[NH:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium Carbonate2 回HCID 2776844Pyridine-4-amidine hydrochloride2 回HCID 12508124HCID 12508124、化合物

生成物 1

HCID 178503591HCID 178503591、化合物収率 12.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of methyl 1-cyclopentyl-3-methylthio-5-amino-1H-pyrazole-4-carboxylate (3.0 g, 0.012 mol), 4-pyridine carboxamidine hydrochloride (1.9 g, 0.012 mol), potassium carbonate (1.6 g, 0.012 mol) and DMF (25 ml) were refluxed for 4 hours. Additional 4-pyridinecarboxamidine hydrochloride (1.9 g) and potassium carbonate (1.6 g) were added and the reaction mixture was refluxed for 24 hours. The solution was poured into ice-water, neutralized with acetic acid and the resulting precipitate was collected by filtration and washed with water. Recrystallization of the solid from DMF afforded 0.48 g (12%) of 1-cyclopentyl-3-methylthio-6-(4-pyridyl)-pyrazolo[3,4-d]-pyrimidin-4-one as a white powder, m.p. 272°-274° C. when dried at 110° C. for 16 hours in high vacuum.

後処理

  1. temperaturewere refluxed for 4 hours
  2. temperaturethe reaction mixture was refluxed for 24 hours
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customRecrystallization of the solid from DMF

出典と根拠

ORDレコード
ord-a1a18e7185084b7fbdd02a945d78eb71
出典データセット
uspto-grants-1994_03
特許番号
US05294612

反応ノート

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