Sodium Bicarbonate → 2-Methylsulfonyl-4-benzyloxy-pyrimidine

HRID 19667노트

반응식

HRID 19667 반응식
CS[C:3]1[N:8]=[C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][N:4]=1.O[O:18][S:19]([O-:21])=O.[K+].[C:23]([O-])(O)=O.[Na+]>C1COCC1.CO.O>[CH3:23][S:19]([C:3]1[N:8]=[C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][N:4]=1)(=[O:21])=[O:18]

참가 물질

6

반응물 3

HCID 516892Sodium BicarbonateHCID 111838682-(Methylthio)-4-[(phenylmethyl)oxy]pyrimidineHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 113575332-Methylsulfonyl-4-benzyloxy-pyrimidine

시약·촉매·용매 2

HCID 962Water용매HCID 21899815MeOH tetrahydrofuran용매

실험 절차

To a solution of 2-(methylthio)-4-[(phenylmethyl)oxy]pyrimidine (P9, 245 mg) in THF/MeOH 1/1 (15.6 mL) was added a solution of Oxone® (2.6 g) in water (14 mL). After 40 min a saturated NaHCO3 solution was added and the mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous Na2SO4 filtered and concentrated under reduced pressure. The crude product was purified by a silica SPE cartridge (10 g) eluting with dichloromethane/methanol from 100/0 to 99/1 to give the title compound as a white solid (230 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic phase was washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified by a silica SPE cartridge (10 g)
  7. washeluting with dichloromethane/methanol from 100/0 to 99/1

출처 및 근거

ORD 기록
ord-6ed28fddb3784930a872ce9efc7b88b1
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745458B2

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