Triethylamine → 7-Phenyl-4-oxo-2-(2-propoxyphenyl)-3,4-dihydropyrimido[4,5-d]pyrimidine

HRID 372987Notes

Reaction equation

HRID 372987 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10]CC)=O)=[CH:6][N:5]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1.[CH2:19]([O:22][C:23]1[CH:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25]([NH2:27])=[NH:26])[CH2:20][CH3:21].C(N(CC)CC)C>C(#N)C>[C:13]1([C:4]2[N:3]=[C:2]3[N:26]=[C:25]([C:24]4[CH:28]=[CH:29][CH:30]=[CH:31][C:23]=4[O:22][CH2:19][CH2:20][CH3:21])[NH:27][C:8](=[O:10])[C:7]3=[CH:6][N:5]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 239537Ethyl 4-chloro-2-phenylpyrimidine-5-carboxylateHCID 41969722-Propoxybenzimidamide

Product 1

HCID 1356707957-Phenyl-4-oxo-2-(2-propoxyphenyl)-3,4-dihydropyrimido[4,5-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a similar manner to Example 3 reaction of ethyl 4-chloro-2-phenyl-5-pyrimidine carboxylate (1.05 g) with 2-propoxybenzamidine (from sodium, 0.10 g, in ethanol, 10 ml, and 2-propoxybenzamidine methanesulphonate, 1.20 g) and triethylamine (0.40 g) in acetonitrile (25 ml) for 3 days at ambient temperature yielded a crude product which was recrystallised from methanol to yield the title compound, 0.52 g, m.p. 203°-4° C.

Workup

  1. customyielded a crude product which
  2. customwas recrystallised from methanol

Sources & evidence

ORD record
ord-a7accf0eb94b43e393fffe4a3c2b743e
Source dataset
uspto-grants-1992_11
Patent number
US05162316

Reaction notes

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