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

HRID 372985Notes

Reaction equation

HRID 372985 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10]CC)=O)=[CH:6][N:5]=[C:4]([CH2:13][CH3:14])[N:3]=1.[CH2:15]([O:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([NH2:23])=[NH:22])[CH2:16][CH3:17].C(N(CC)CC)C>C(#N)C>[CH2:13]([C:4]1[N:3]=[C:2]2[N:22]=[C:21]([C:20]3[CH:24]=[CH:25][CH:26]=[CH:27][C:19]=3[O:18][CH2:15][CH2:16][CH3:17])[NH:23][C:8](=[O:10])[C:7]2=[CH:6][N:5]=1)[CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 41969722-PropoxybenzimidamideHCID 12363083Ethyl 4-chloro-2-ethylpyrimidine-5-carboxylate

Product 1

HCID 1356707967-Ethyl-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-ethyl-5-pyrimidine carboxylate (0.86 g) with 2-propoxybenzamidine (from sodium, 0.1 g, in ethanol, 10 ml, and 2-propoxybenzamidine methanesulphonate, 1.20 g) and triethylamine (0.4 g) in acetonitrile (25 ml) for 3 days at ambient temperature yielded a crude product, which was recrystallised twice from 2-propanol-ether to yield the title compound, 95 mg, m.p. 118°-119° C.

Workup

  1. customyielded a crude product, which
  2. customwas recrystallised twice from 2-propanol-ether

Sources & evidence

ORD record
ord-b8fa50db74cb4d7b83053f9fa82e4247
Source dataset
uspto-grants-1992_11
Patent number
US05162316

Reaction notes

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