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

反応式

[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]

参加物

反応物 2

HCID 24813Phosphorus oxychloride

HCID 178435035HCID 178435035、化合物

生成物 1

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

反応条件

温度: 110 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード: ord-84339e94c1424ee49aad164fcb902167
出典データセット: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08703941B2

反応ノート

読み込み中…

参加物