Potassium Carbonate → 6-(5-Chloro-2-methoxyphenyl)-2-methylpyrimidin-4-ol

HRID 28555

반응식

HRID 28555 반응식
C(O[C:4](=[O:17])[CH2:5][C:6]([C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=1[O:15][CH3:16])=O)C.Cl.[C:19]([NH2:22])(=[NH:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Cl:14][C:12]1[CH:11]=[CH:10][C:9]([O:15][CH3:16])=[C:8]([C:6]2[N:21]=[C:19]([CH3:20])[NH:22][C:4](=[O:17])[CH:5]=2)[CH:13]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 67170Acetamidine monohydrochlorideHCID 54012347Ethyl 3-(5-chloro-2-methoxyphenyl)-3-oxopropanoate

생성물 1

HCID 1363418886-(5-Chloro-2-methoxyphenyl)-2-methylpyrimidin-4-ol수율 68%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
100 °C

실험 절차

A mixture of 3-(5-chloro-2-methoxy-phenyl)-3-oxopropionic acid ethyl ester (0.9 g, 3.2 mmol), acetamidine hydrochloride (448 mg, 4.7 mmol) and potassium carbonate (1.3 g, 9.6 mmol) in ethanol (15 ml) was stirred at 100° C. in thick wall tube for 60 hours. After cooling to room temperature, the mixture was poured into ice cold water. The solid was collected by filtration, washed with water and ether and dried under vacuum to provide 6-(5-chloro-2-methoxy-phenyl)-2-methyl-3H-pyrimidin-4-one (530 mg, 68% yield) as a white powder. 1H NMR (DMSO-d6) δ 2.32 (s, 3H, CH3), 3.85 (s, 3H, CH3), 6.77 (s, 1H, CH, Ar), 7.15 (d, 1H, J=8.8 Hz, Ar), 7.45 (dd, 1H, J=8.8 Hz, J=2.9 Hz, Ar), 7.90 (d, 1H, J=2.9 Hz, Ar), 12.42 (s, 1H, NH).

후처리

  1. temperatureAfter cooling to room temperature
  2. additionthe mixture was poured into ice cold water
  3. filtrationThe solid was collected by filtration
  4. washwashed with water and ether
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-5314391f367944da93370148cb759c3c
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07419984B2

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