Water → HCID 58994249, 화합물

HRID 12734노트

반응식

HRID 12734 반응식
Cl.[CH3:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[C:9]1[C:10](=[O:16])[NH:11][C:12](=[O:15])[NH:13][CH:14]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:24][CH2:25][CH:26]([O:29][CH3:30])[O:27][CH3:28].O>CN(C=O)C>[CH3:28][O:27][CH:26]([O:29][CH3:30])[CH2:25][CH2:24][N:13]1[CH:14]=[C:9]([C:4]2[CH:5]=[N:6][CH:7]=[CH:8][C:3]=2[CH3:2])[C:10](=[O:16])[NH:11][C:12]1=[O:15]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1189323-Bromopropionaldehyde dimethylacetalHCID 686934255-(4-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione hydrochloride

생성물 1

HCID 58994249HCID 58994249, 화합물수율 27%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 5-(4-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione hydrochloride (Prep 11, 605 mg, 2.53 mmol) and K2CO3 (349 mg, 2.53 mmol) in DMF (10 ml), 3-bromo-1,1dimethoxy-propane (399 μl, 2.78 mmol) was added in two portions over 2 days and the mixture was contemporarily stirred at room temperature. Water was then added and washed with Et2O, the product was extracted with ethyl acetate. The organic phase was dried (Na2SO4), filtered and evaporated. The crude was purified by flash chromatography eluting with DCM-MeOH—NH4OH (98-2-02) to give 100 mg of the title compound (27% yield).

후처리

  1. additionwas added in two portions over 2 days
  2. washwashed with Et2O
  3. extractionthe product was extracted with ethyl acetate
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude was purified by flash chromatography
  8. washeluting with DCM-MeOH—NH4OH (98-2-02)

출처 및 근거

ORD 기록
ord-043bcf02c51242e2bb6799e4f06c9ef6
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727988B2

반응 노트

불러오는 중…