Phosphorus oxychloride → HCID 23726818, 화합물

HRID 928607노트

반응식

HRID 928607 반응식
[Cl:1][CH2:2][C:3]1[NH:4][C:5](=O)[C:6]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][S:9][C:7]=2[N:8]=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:5]1[C:6]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][S:9][C:7]=2[N:8]=[C:3]([CH2:2][Cl:1])[N:4]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 23741772-Chloromethyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

생성물 1

HCID 23726818HCID 23726818, 화합물

반응 조건

온도
105 °C

실험 절차

A suspension of 2-(chloromethyl)-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one (1.50 g, ex Enamine) in phosphorus oxychloride (23 mL) was heated to reflux (105° C.) overnight. The reaction was cooled and the solvent was evaporated. Toluene (30 mL) was added and the mixture was evaporated again. The residue was dissolved in dichloromethane (100 mL). It was washed with water (1×100 mL) and saturated aqueous sodium bicarbonate solution (1×100 mL), dried (sodium sulfate), filtered and evaporated to give the target compound as a yellow solid (1.45 g). m/z [M+H]+ 294.8/296.8. Retention time 4.99 min (LCMS method+ve 6 min). It was used in the next step without further purification.

후처리

  1. temperaturewas heated
  2. temperatureThe reaction was cooled
  3. customthe solvent was evaporated
  4. additionToluene (30 mL) was added
  5. customthe mixture was evaporated again
  6. dissolutionThe residue was dissolved in dichloromethane (100 mL)
  7. washIt was washed with water (1×100 mL) and saturated aqueous sodium bicarbonate solution (1×100 mL)
  8. dry with materialdried (sodium sulfate)
  9. filtrationfiltered
  10. customevaporated

출처 및 근거

ORD 기록
ord-83d578e0632e49a7bbd35fd26533a99f
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290511B2

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