Diphenyl Ether → 2,4-Diamino-5-methyl-6-(2,5-dimethoxybenzyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine

HRID 1032816

반응식

HRID 1032816 반응식
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:4]=1[CH2:5][CH:6]([C:12]([CH3:14])=O)[C:7]([O:9]CC)=O.[NH2:21][C:22]1[N:27]=[C:26]([NH2:28])[CH:25]=[C:24]([NH2:29])[N:23]=1.C1(OC2C=CC=CC=2)C=CC=CC=1>O.C(O)C>[NH2:21][C:22]1[N:23]=[C:24]([NH2:29])[C:25]2[C:12]([CH3:14])=[C:6]([CH2:5][C:4]3[CH:15]=[C:16]([O:19][CH3:20])[CH:17]=[CH:18][C:3]=3[O:2][CH3:1])[C:7](=[O:9])[NH:28][C:26]=2[N:27]=1

참가 물질

5

반응물 3

HCID 7583Diphenyl EtherHCID 138632,4,6-TriaminopyrimidineHCID 12597482Ethyl alpha-(2,5-dimethoxybenzyl)acetoacetate

생성물 1

HCID 125974832,4-Diamino-5-methyl-6-(2,5-dimethoxybenzyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine수율 65.8%

시약·촉매·용매 1

HCID 19096565Water ethanol용매

실험 절차

A mixture of ethyl α-(2,5-dimethoxybenzyl)acetoacetate (21.2 g), 2,4,6-triaminopyrimidine (10 g) and diphenyl ether (100 ml) was heated at 190°-230° C. for 1.5 hours in an apparatus fitted with a Dean-Stark trap and water-ethanol (4 ml) was collected. Methanol (200 ml) and ethanol (50 ml) was added to the cooled reaction mixture. The resulting solid was collected by filtration and treated with boiling water (1 l) to give 2,4-diamino-5-methyl-6-(2,5-dimethoxybenzyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine (17 g), m.p. 325°-326° C.

후처리

  1. temperaturewas heated at 190°-230° C. for 1.5 hours in an apparatus
  2. customwas collected
  3. additionMethanol (200 ml) and ethanol (50 ml) was added to the cooled reaction mixture
  4. filtrationThe resulting solid was collected by filtration
  5. additiontreated with boiling water (1 l)

출처 및 근거

ORD 기록
ord-d28c7a6fe3ec44aa9ad890d2a20edf2f
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04959474

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