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

반응식

HRID 989732 반응식
[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

참가 물질

5

반응물 3

HCID 90265Methyl p-tolylacetateHCID 5360545SodiumHCID 11149992HCID 11149992, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1460cf51abcd4fcea40d48200be58237
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06458796B1

연결된 노트

불러오는 중…