Ethyl Acetate → 4-Chloro-5-(2,4-difluorophenoxy)-2-methylsulfanylpyrimidine

HRID 518360

반응식

HRID 518360 반응식
[F:1][C:2]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[C:6](O)=[N:7][C:8]([S:11][CH3:12])=[N:9][CH:10]=1.O=P(Cl)(Cl)[Cl:21].CC(=O)OCC>[N+](C)(C)(C)C.[Cl-].CC#N>[Cl:21][C:6]1[C:5]([O:4][C:3]2[CH:14]=[CH:15][C:16]([F:18])=[CH:17][C:2]=2[F:1])=[CH:10][N:9]=[C:8]([S:11][CH3:12])[N:7]=1

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 24813Phosphorus oxychlorideHCID 1785034745-(2,4-Difluorophenoxy)-2-methylsulfanylpyrimidin-4-ol

생성물 1

HCID 1180215104-Chloro-5-(2,4-difluorophenoxy)-2-methylsulfanylpyrimidine수율 70.6%

시약·촉매·용매 2

HCID 6379Tetramethylammonium chloride촉매HCID 6342Acetonitrile용매

실험 절차

The title compound of step 1 (5.30 g, 19.63 mmol), POCl3 (18.06 g, 117.78 mmol), (Me)4NCl (3.23 g, 29.47 mmol) in dry CH3CN (60 mL) was refluxed for 12 h. The mixture was poured into ice-water (50 mL) and subjected to EA extractive work up. Concentration under vacuum gave impure title compound (4.0 g), which was carried on to the next step. LCMS: 288.99 (M+1)+

후처리

  1. concentrationConcentration under vacuum

출처 및 근거

ORD 기록
ord-a6904c4865d74485b6a8825d49506a46
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115114B2

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