2-Chloro-N4-methylpyrimidine-4,5-diamine → 2-chloro-6-(3,5-dimethoxyphenyl)-8-methylpteridin-7(8H)-one

HRID 2274190

反応式

HRID 2274190 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11](=O)[C:12]([O:14]CC)=O)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[Cl:18][C:19]1[N:24]=[C:23]([NH:25][CH3:26])[C:22]([NH2:27])=[CH:21][N:20]=1>C(O)C.C(O)(=O)C.ClCCl>[Cl:18][C:19]1[N:20]=[CH:21][C:22]2[N:27]=[C:11]([C:5]3[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=3)[C:12](=[O:14])[N:25]([CH3:26])[C:23]=2[N:24]=1

参加物

6

反応物 2

HCID 71471722-Chloro-N4-methylpyrimidine-4,5-diamineHCID 24722256Ethyl (3,5-dimethoxyphenyl)(oxo)acetate

生成物 1

HCID 867135722-chloro-6-(3,5-dimethoxyphenyl)-8-methylpteridin-7(8H)-one収率 55.4%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

A mixture of ethyl 2-(3,5-dimethoxyphenyl)-2-oxoacetate (1 g, 4.2 mmol) and 2-chloro-N4-methylpyrimidine-4,5-diamine (600 mg, 3.8 mmol) in ethanol (100 mL) and acetic acid (2.5 mL) was stirred at 80° C. for 48 h and cooled to RT (5° C.). The mixture was diluted with dichloromethane and washed with brine. The organic layer was directly concentrated and purified by chromatography on silica gel to give the title compound (700 mg, 50%). MS (ES+) C15H13ClN4O3 requires: 332, 334. Found: 333, 335 [M+H]+.

後処理

  1. temperaturecooled to RT (5° C.)
  2. washwashed with brine
  3. concentrationThe organic layer was directly concentrated
  4. custompurified by chromatography on silica gel

出典と根拠

ORDレコード
ord-a7dbd190585b47af922a2a81299655ac
出典データセット
uspto-grants-2015_09
特許番号
US09126951B2

関連ノート

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