Phosphorus oxychloride → 4-Chloro-6-fluoropyrido[3,2-D]pyrimidine

반응식

[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]=[CH:7][NH:8][C:9](=O)[C:10]=2[N:11]=1.O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:9]1[C:10]2[N:11]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[N:6]=[CH:7][N:8]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 135427088HCID 135427088, 화합물

생성물 1

HCID 106313224-Chloro-6-fluoropyrido[3,2-D]pyrimidine수율 100%

실험 절차

A suspension of 6-fluoro-3H-pyrido[3,2-d]pyrimid-4-one (0.20 g, 1.21 mmol) in POCl3 (30mL) is heated under reflux with stirring until homogeneous (2 h), and then for a further 1 h. Excess POCl3 is removed under reduced pressure, and the residue is partitioned between CH2Cl2 and saturated aqueous NaHCO3. Workup of the organic portion gives crude 4-chloro-6-fluoropyrido[3,2-d]pyrimidine (100%) as an unstable white solid which is used directly in the next step.

후처리

temperatureis heated
temperatureunder reflux
waitfor a further 1 h
customExcess POCl3 is removed under reduced pressure
customthe residue is partitioned between CH2Cl2 and saturated aqueous NaHCO3

출처 및 근거

ORD 기록: ord-0f300b9610c847409472238646c218df
출처 데이터셋: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06713484B2

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