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

HRID 575630

반응식

HRID 575630 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.

후처리

  1. concentrationConcentration under vacuum

출처 및 근거

ORD 기록
ord-2f82fdc61f9b4b55907d79248a37c441
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09034900B2

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