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

HRID 2274190

반응식

HRID 2274190 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 702Ethanol용매HCID 6344Dichloromethane용매

반응 조건

온도
80 °C

실험 절차

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]+.

후처리

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

출처 및 근거

ORD 기록
ord-a7dbd190585b47af922a2a81299655ac
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126951B2

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