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

反応式

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]

参加物

反応物 2

HCID 114478372,3-Difluoro-4-iodopyridine

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

生成物 1

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

実験手順

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).

後処理

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

出典と根拠

ORDレコード: ord-19d856e44ea4447d9abb93bdf471c6b3
出典データセット: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09018384B2

反応ノート

読み込み中…

参加物