Methyl p-tolylacetate → 5-(4-Methyl-benzyl)-3-(1-methyl-4-phenyl-butyl)-3,6-dihydro-[1,2,3]triazolo[4,5-d]pyrirnidin-7-one

HRID 989732

反応式

HRID 989732 の反応式
[NH2:1][C:2]1[N:6]([CH:7]([CH3:17])[CH2:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[N:4][C:3]=1[C:18]([NH2:20])=[O:19].[Na].[CH3:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30](OC)=O)=[CH:25][CH:24]=1>C(O)C>[CH3:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30]2[NH:20][C:18](=[O:19])[C:3]3[N:4]=[N:5][N:6]([CH:7]([CH3:17])[CH2:8][CH2:9][CH2:10][C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:2]=3[N:1]=2)=[CH:25][CH:24]=1

参加物

5

反応物 3

HCID 90265Methyl p-tolylacetateHCID 5360545SodiumHCID 11149992HCID 11149992、化合物

生成物 1

HCID 1354846115-(4-Methyl-benzyl)-3-(1-methyl-4-phenyl-butyl)-3,6-dihydro-[1,2,3]triazolo[4,5-d]pyrirnidin-7-one収率 57.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1.0 g (3.8 mmol) of 5-amino-1-(1-methyl-4-phenyl-butyl)-1H-[1,2,3]triazole-4-carboxamide are dissolved in a solution of 439 mg of sodium (19 mmol) in 38 ml of ethanol. 2.22 g (14.6 mmol) of methyl 4-methylphenylacetate are added, and the mixture is then refluxed overnight. The solvent is removed under reduced pressure, the residue is taken up with CH2Cl2, the organic phase is extracted twice with 1N HCl and dried over Na2SO4 and the solvent is removed under reduced pressure. Two chromatographic purifications (cyclohexane/ethyl acetate=3:1) give 853 mg (57%) of a solid.

後処理

  1. temperaturethe mixture is then refluxed overnight
  2. customThe solvent is removed under reduced pressure
  3. extractionthe organic phase is extracted twice with 1N HCl
  4. dry with materialdried over Na2SO4
  5. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-1460cf51abcd4fcea40d48200be58237
出典データセット
uspto-grants-2002_10
特許番号
US06458796B1

関連ノート

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