2,3-Difluoro-4-iodopyridine → 3-Fluoro-4-iodopyridin-2(1H)-one

반응식

F[C:2]1[C:7]([F:8])=[C:6]([I:9])[CH:5]=[CH:4][N:3]=1.C(O)(=[O:12])C.O>>[F:8][C:7]1[C:2](=[O:12])[NH:3][CH:4]=[CH:5][C:6]=1[I:9]

참가 물질

반응물 2

HCID 114478372,3-Difluoro-4-iodopyridine

HCID 21899381Acetic acid--water (1/1)

생성물 1

HCID 708173253-Fluoro-4-iodopyridin-2(1H)-one수율 71.4%

실험 절차

2,3-Difluoro-4-iodopyridine (300 mg, 1.24 mmol) was suspended in acetic acid:water (2:1, 15 mL). The mixture was heated to reflux and stirred at this temperature overnight. Reaction was concentrated to dryness, and triturated in water (10 mL) for 30 min. The solid was collected via filtration, washed with water (2×10 mL), and pentane (2×20 mL) and dried under vacuum to afford the title compound as a white solid (354 mg, 71.4%). LC-MS m/z 342.0 (M+1). 1H NMR (400 MHz, METHANOL-d4) δ ppm 6.56-6.82 (m, 1H) 6.83-7.18 (m, 1H).

후처리

temperatureThe mixture was heated
temperatureto reflux
customReaction
concentrationwas concentrated to dryness
customtriturated in water (10 mL) for 30 min
filtrationThe solid was collected via filtration
washwashed with water (2×10 mL), and pentane (2×20 mL)
customdried under vacuum

출처 및 근거

ORD 기록: ord-19d856e44ea4447d9abb93bdf471c6b3
출처 데이터셋: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09018384B2

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