3-(Methylthio)propylamine → 7-(3-Methylthiopropylamino)-4-oxo-2-(2-propoxyphenyl)-3,4-dihydropyrimido[4,5-d]pyrimidine

HRID 1107330Notes

Reaction equation

HRID 1107330 reaction equation
CS[C:3]1[N:8]=[C:7]2[N:9]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])[NH:11][C:12](=[O:13])[C:6]2=[CH:5][N:4]=1.[CH3:24][S:25][CH2:26][CH2:27][CH2:28][NH2:29]>C(O)C>[CH3:24][S:25][CH2:26][CH2:27][CH2:28][NH:29][C:3]1[N:8]=[C:7]2[N:9]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])[NH:11][C:12](=[O:13])[C:6]2=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 777433-(Methylthio)propylamineHCID 1355223017-Methylthio-4-oxo-2-(2-propoxyphenyl)-3,4-dihydropyrimido[4,5-d]pyrimidine

Product 1

HCID 1356707977-(3-Methylthiopropylamino)-4-oxo-2-(2-propoxyphenyl)-3,4-dihydropyrimido[4,5-d]pyrimidineYield 56.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a similar manner to Example 38 reaction of 7-methylthio-4-oxo-2-(2-propoxyphenyl)-3,4-dihydropyrimido[4,5-d]pyrimidine (0.79 g) and methylthiopropylamine (0.50 g) in ethanol (15 ml) for 40 hours yielded a crude product which was purified by elution from silica with 40-60° petroleum ether:chloroform (gradient elution) to yield the title compound 0.52 g, m.p. 173-4° C. (recrystallized from methanol).

Workup

  1. customyielded a crude product which
  2. customwas purified by elution from silica with 40-60° petroleum ether

Sources & evidence

ORD record
ord-e5202b6ef53143399a683e613a24a11a
Source dataset
uspto-grants-2000_05
Patent number
US06060477

Reaction notes

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