Thionyl Chloride → Pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride

반응식

[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]2=[C:3]([C:10]([OH:12])=O)[CH:2]=1.S(Cl)([Cl:15])=O>>[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]2=[C:3]([C:10]([Cl:15])=[O:12])[CH:2]=1

참가 물질

반응물 2

HCID 24386Thionyl Chloride

HCID 1910189Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

생성물 1

HCID 19623233Pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride수율 107.2%

반응 조건

온도: 60 °C

실험 절차

Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (11.73 g, 71.9 mmol) was suspended in thionyl chloride (36 mL, 493 mmol) and heated at 60° C. for 2 h. Formation of the acyl chloride was monitored as follows: a sample of the reaction mixture was evaporated and added to MeOH and formation of the corresponding methyl ester was detected by UPLC. Then thionyl chloride was removed under reduced pressure to obtain pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (14 g) as a yellow solid.

후처리

customa sample of the reaction mixture was evaporated
additionadded to MeOH and formation of the corresponding methyl ester
customThen thionyl chloride was removed under reduced pressure

출처 및 근거

ORD 기록: ord-6c8013a9a7fa4956a46e67507f5712aa
출처 데이터셋: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08093249B2

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