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Benzoyl chloride → 1-Benzoyl-1,2,4,7-tetrahydro-5-methyl-7-(3-nitrophenyl)-2-oxopyrazolo[1,5-a]pyrimidine-6-carboxylic acid, 1-methylethyl ester

HRID 1252992
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HRID 1252992 반응식
[CH3:1][C:2]1[NH:3][C:4]2[N:5]([NH:23][C:24](=[O:26])[CH:25]=2)[CH:6]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:7]=1[C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9].[C:27](Cl)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>ClCCl.N1C=CC=CC=1.C(OCC)(=O)C>[C:27]([N:23]1[N:5]2[CH:6]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=3)[C:7]([C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9])=[C:2]([CH3:1])[NH:3][C:4]2=[CH:25][C:24]1=[O:26])(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 7412Benzoyl chlorideHCID 141304321,2,4,7-Tetrahydro-5-methyl-7-(3-nitrophenyl)-2-oxopyrazolo[1,5-a]pyrimdine-6-carboxylic acid, 1-methylethyl ester

생성물 1

HCID 141304341-Benzoyl-1,2,4,7-tetrahydro-5-methyl-7-(3-nitrophenyl)-2-oxopyrazolo[1,5-a]pyrimidine-6-carboxylic acid, 1-methylethyl ester

시약·촉매·용매 3

HCID 1049Pyridine용매
HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

실험 절차

A suspension of 1,2,4,7-tetrahydro-5-methyl-7-(3-nitrophenyl)-2-oxopyrazolo[1,5-a]pyrimidine-6-carboxylic acid, 1-methylethyl ester (36 mg; 0.1 mmole) in dichloromethane (2 ml) and pyridine (1 ml) under argon was treated with benzoyl chloride (28 mg; 0.2 mmole). The reaction was allowed to stir for 30 minutes and then diluted with ethyl acetate. The resulting solution was washed with 1N hydrochloric acid, water, sodium bicarbonate and brine. It was dried over anhydrous magnesium sulfate and evaporated. The residue was purified by preparative thin layer chromatography (40% acetone in hexanes) and the product was crystallized from absolute ethanol to provide a solid, melting point 201°-203° C.

후처리

  1. washThe resulting solution was washed with 1N hydrochloric acid, water, sodium bicarbonate and brine
  2. dry with materialIt was dried over anhydrous magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by preparative thin layer chromatography (40% acetone in hexanes)
  5. customthe product was crystallized from absolute ethanol
  6. customto provide a solid, melting point 201°-203° C.

출처 및 근거

ORD 기록
ord-1f55c69efeed4bbdb5bf140c72cebad0
출처 데이터셋
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04746656

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