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

HRID 28555

反応式

HRID 28555 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5314391f367944da93370148cb759c3c
出典データセット
uspto-grants-2008_09
特許番号
US07419984B2

関連ノート

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