Phosphorus oxychloride → 5-Bromo-4-chloro-6-methylthieno[2,3-d]pyrimidine

반응식

[Br:1][C:2]1[C:10]2[C:9](O)=[N:8][CH:7]=[N:6][C:5]=2[S:4][C:3]=1[CH3:12].O=P(Cl)(Cl)[Cl:15]>>[Br:1][C:2]1[C:10]2[C:9]([Cl:15])=[N:8][CH:7]=[N:6][C:5]=2[S:4][C:3]=1[CH3:12]

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178435035HCID 178435035, 화합물

생성물 1

HCID 866733345-Bromo-4-chloro-6-methylthieno[2,3-d]pyrimidine

반응 조건

온도: 110 °C

실험 절차

To a 25-mL round-bottom flask containing 5-bromo-6-methylthieno[2,3-d]pyrimidin-4-ol (100 mg, 0.41 mmol, 1.00 equiv) in POCl3 (10 mL) was stirred for 1 h at 110° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was then quenched with saturated aqueous sodium carbonate, extracted with ethyl acetate, washed with brine and dried over anhydrous sodium sulfate. After concentrated under vacuum, this resulted 5-bromo-4-chloro-6-methylthieno[2,3-d]pyrimidine (79 mg, 73%) as a yellow solid.

후처리

concentrationThe resulting mixture was concentrated under vacuum
customThe residue was then quenched with saturated aqueous sodium carbonate
extractionextracted with ethyl acetate
washwashed with brine
dry with materialdried over anhydrous sodium sulfate
concentrationAfter concentrated under vacuum

출처 및 근거

ORD 기록: ord-84339e94c1424ee49aad164fcb902167
출처 데이터셋: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08703941B2

반응 노트

불러오는 중…