Potassium Carbonate → 2-[2-(3-chloro-phenyl)-ethoxymethyl]-6-ethyl-3H-pyrido[2,3-d]pyrimidin-4-one

HRID 2100549Notes

Reaction equation

HRID 2100549 reaction equation
Cl[C:2]1[N:23]=[CH:22][C:21]([CH2:24][CH3:25])=[CH:20][C:3]=1[C:4]([NH:6][C:7](=[NH:19])[CH2:8][O:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=1)=[O:5].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:18][C:14]1[CH:13]=[C:12]([CH2:11][CH2:10][O:9][CH2:8][C:7]2[NH:6][C:4](=[O:5])[C:3]3[CH:20]=[C:21]([CH2:24][CH3:25])[CH:22]=[N:23][C:2]=3[N:19]=2)[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 1405200672-chloro-N-[2-[2-(3-chlorophenyl)ethoxy]ethanimidoyl]-5-ethylpyridine-3-carboxamide

Product 1

HCID 1363683992-[2-(3-chloro-phenyl)-ethoxymethyl]-6-ethyl-3H-pyrido[2,3-d]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described in example 78.4, 2-chloro-N-{2-[2-(3-chloro-phenyl)-ethoxy]-1-imino-ethyl}-5-ethyl-nicotinamide was treated with potassium carbonate in DMF for 5 h at 100° C. to obtain 2-[2-(3-chloro-phenyl)-ethoxymethyl]-6-ethyl-3H-pyrido[2,3-d]pyrimidin-4-one as off-white crystals. MS: m/e=344.3 [M+H+].

Sources & evidence

ORD record
ord-b983dbe5c37d4af38eda322710cb4754
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Reaction notes

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