Water → 6-(4-Chlorobenzoyl)-3-methoxy-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-dione

HRID 1500612Notes

Reaction equation

HRID 1500612 reaction equation
Cl.[CH3:2][O:3][N:4]1[C:9](=[O:10])[C:8]2[CH2:11][NH:12][CH2:13][CH2:14][C:7]=2[NH:6][C:5]1=[O:15].C(N(CC)CC)C.[Cl:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](Cl)=[O:29])=[CH:26][CH:25]=1.O>C(Cl)Cl>[Cl:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([N:12]2[CH2:13][CH2:14][C:7]3[NH:6][C:5](=[O:15])[N:4]([O:3][CH3:2])[C:9](=[O:10])[C:8]=3[CH2:11]2)=[O:29])=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 666886833-Methoxy-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-dione hydrochloride

Product 1

HCID 666858466-(4-Chlorobenzoyl)-3-methoxy-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-dione

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Methoxy-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-dione hydrochloride (790 mg) was suspended in methylene chloride, and triethylamine (1.17 ml) and 4-chlorobenzoyl chloride (0.43 ml) were added under ice cooling and the resultant mixture was stirred at the same temperature for 1.5 hours. To the reaction solution, water was added and the resultant mixture was concentrated. To the residue, diethyl ether was added and insoluble matter was obtained by filtration. The titled compound (684 mg) was obtained as a white powder. The resultant compound was used in a next reaction without further purifying.

Workup

  1. concentrationthe resultant mixture was concentrated
  2. additionTo the residue, diethyl ether was added
  3. custominsoluble matter was obtained by filtration

Sources & evidence

ORD record
ord-e30892de8421420db57510f3ff199f4b
Source dataset
uspto-grants-2015_12
Patent number
US09206173B2

Reaction notes

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