Water → HCID 57870036, 화합물

HRID 1045675노트

반응식

HRID 1045675 반응식
S[C:2]1[N:3]([CH3:21])[C:4](=[O:20])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:9]=2)[N:7]=1.P(Cl)(Cl)([Cl:24])=O.O.C(=O)(O)[O-].[Na+]>ClCCCl.CN1CCCC1=O>[Cl:24][C:2]1[N:3]([CH3:21])[C:4](=[O:20])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:9]=2)[N:7]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178481676HCID 178481676, 화합물

생성물 1

HCID 57870036HCID 57870036, 화합물수율 75%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 13387N-methyl-2-pyrrolidone용매2회

실험 절차

2-Mercapto-1-methyl-2′-phenyl-1H-[4,4′]bipyrimidinyl-6-one (2.76 g, 9.33 mmol) in 1,2-dichloroethane (20 ml) and N-methylpyrrolidone (2 ml) was added to a solution of phosphorus oxychloride (3.83 g, 25.0 mmol) and N-methylpyrrolidone (5.22 g, 52.7 mmol) at 50° C. and the mixture was stirred for 20 minutes. The solution was poured into warm water, and sodium bicarbonate (10.2 g, 121 mmol) was added to the solution and the mixture was stirred until no gas was generated. The resulting solution was partitioned between water and dichloromethane, and the organic layer was washed with water and brine and passed through Celite. The solvent was removed under reduced pressure, and the residue was purified with silica gel column chromatography (eluent; hexane/ethyl acetate=2/1 to 1/1) to afford 2-chloro-1-methyl-2′-phenyl-1H-[4,4′]bipyrimidinyl-6-one (2.08 g, 75%).

후처리

  1. additionThe solution was poured
  2. additionwas added to the solution
  3. stirringthe mixture was stirred until no gas
  4. customThe resulting solution was partitioned between water and dichloromethane
  5. washthe organic layer was washed with water and brine
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was purified with silica gel column chromatography (eluent; hexane/ethyl acetate=2/1 to 1/1)

출처 및 근거

ORD 기록
ord-4d8759efc4d340f0bd3b1722c06236c4
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569294B2

반응 노트

불러오는 중…