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

HRID 543120ノート

反応式

HRID 543120 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

実験手順

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 ethanel (50 ml) were 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.

後処理

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

出典と根拠

ORDレコード
ord-281bb03f444f4fce94e64c9b61c5179e
出典データセット
uspto-grants-1987_04
特許番号
US04661490

反応ノート

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