Ammonia → 8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4h-pyrido[1,2-a]pyrimidine-3-carboxamide

HRID 1828534Notes

Reaction equation

HRID 1828534 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:25]=[CH:24][N:14]3[C:15](=[O:23])[C:16]([C:19](OC)=[O:20])=[CH:17][N:18]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2].[NH3:26]>CO>[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:25]=[CH:24][N:14]3[C:15](=[O:23])[C:16]([C:19]([NH2:26])=[O:20])=[CH:17][N:18]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22063631Methyl 8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-carboxylate

Product 1

HCID 220636718-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4h-pyrido[1,2-a]pyrimidine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido-[1,2-a]pyrimidine-3-carboxylate (400 mg), concentrated aqueous ammonia (6 ml) and methanol (9 ml) was stirred overnight. Insoluble solids were collected by filtration to obtain the title compound (117 mg). The reaction mixture was concentrated and the residue was purified by silica gel column chromatography to further obtain the title compound (69 mg).

Workup

  1. filtrationInsoluble solids were collected by filtration

Sources & evidence

ORD record
ord-80185121f63949b2aa2a087fbda34803
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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