4-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-aminopyridine → ethyl 2-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yloxy}acetate

HRID 1828516Notes

Reaction equation

HRID 1828516 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][N:14]=[C:13]([NH2:17])[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2].[CH2:18]([O:20][C:21]([CH2:23][O:24][C:25](=[C:31](OC)N(C)C)[C:26](OCC)=[O:27])=[O:22])[CH3:19]>C1(C)C(C)=CC=CC=1>[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][N:14]3[C:26](=[O:27])[C:25]([O:24][CH2:23][C:21]([O:20][CH2:18][CH3:19])=[O:22])=[CH:31][N:17]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 220636524-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-aminopyridineHCID 86588143Ethyl 2-ethoxycarbonylmethoxy-3-methoxy-3-dimethylaminopropenoate

Product 1

HCID 22063720ethyl 2-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yloxy}acetateYield 25.3%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

4-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-aminopyridine (100 mg) and ethyl 2-ethoxycarbonylmethoxy-3-methoxy-3-dimethylaminopropenoate (150 mg) were heated at 140° C. in xylene (1 ml) for 7 hours with stirring. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to obtain the title compound (41 mg).

Workup

  1. customAfter the solvent was evaporated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-b13967cc90294d87a3a9bb2885d5b987
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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