Ethyl orthoformate → 7-(trifluoromethyl)pyrido[3,2-d]pyrimidin-4(3H)-one

반응식

[NH2:1][C:2]1[C:3]([C:12]([NH2:14])=[O:13])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH:15](OCC)(OCC)OCC>>[F:10][C:8]([F:11])([F:9])[C:6]1[CH:5]=[N:4][C:3]2[C:12](=[O:13])[NH:14][CH:15]=[N:1][C:2]=2[CH:7]=1

참가 물질

반응물 2

HCID 31214Ethyl orthoformate

HCID 867281563-Amino-5-(trifluoromethyl)picolinamide

생성물 1

HCID 1357416507-(trifluoromethyl)pyrido[3,2-d]pyrimidin-4(3H)-one수율 84%

반응 조건

온도: 120 °C

실험 절차

A vial was charged with 3-amino-5-(trifluoromethyl)picolinamide (615 mg, 3.00 mmol) and triethyl orthoformate (2496 μl, 14.99 mmol). The vial was sealed and the mixture was heated at 120° C. for 17 h. Upon cooling, the heterogeneous mixture was filtered and the solids were washed with heptane. 7-(trifluoromethyl)pyrido[3,2-d]pyrimidin-4(3H)-one (540 mg, 2.51 mmol, 84% yield) was isolated as a tan solid. LC/MS (ESI) m/z=216.0 (M+H).

후처리

customThe vial was sealed
temperatureUpon cooling
filtrationthe heterogeneous mixture was filtered
washthe solids were washed with heptane

출처 및 근거

ORD 기록: ord-8eafaf9f7c5243cabd304f18f72d432b
출처 데이터셋: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09309263B2

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