Phosphorus oxychloride → 3-Benzyl-5-chloro-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

HRID 1260437노트

반응식

HRID 1260437 반응식
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[C:15](O)=[C:16]([CH3:21])[C:17](=[O:20])[N:18]([CH3:19])[C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:25]>>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[C:15]([Cl:25])=[C:16]([CH3:21])[C:17](=[O:20])[N:18]([CH3:19])[C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 598230503-Benzyl-5-hydroxy-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

생성물 1

HCID 598230643-Benzyl-5-chloro-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

실험 절차

3-Benzyl-5-hydroxy-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (5.5 g, 18.5 mmol) was dissolved in excess POCl3 (50 mL) and heated at reflux for 1 hour. POCl3 was removed in vacuo and the residue dissolved in DCM then quickly washed with saturated sodium bicarbonate solution until neutral pH was observed. The organic layer was dried over MgSO4 and evaporated to dryness to give 7.3 g of the title compound as an impure reddish brown solid. [M+H] calc'd for C16H14ClN3O2, 315. found, 315.

후처리

  1. temperatureheated
  2. temperatureat reflux for 1 hour
  3. customPOCl3 was removed in vacuo
  4. dissolutionthe residue dissolved in DCM
  5. washthen quickly washed with saturated sodium bicarbonate solution until neutral pH
  6. dry with materialThe organic layer was dried over MgSO4
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-e917a769d1d64098acf5fe205234138c
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08470837B2

반응 노트

불러오는 중…