Potassium tert-butoxide → 6-butyl-2-[2-(2,5-difluoro-phenyl)-ethoxymethyl]-3H-pyrido[2,3-d]pyrimidin-4-one

HRID 2100556Notes

Reaction equation

HRID 2100556 reaction equation
[CH2:1]([C:5]1[CH:6]=[N:7][C:8](Cl)=[C:9]([CH:27]=1)[C:10]([NH:12][C:13](=[NH:26])[CH2:14][O:15][CH2:16][CH2:17][C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=1[F:25])=[O:11])[CH2:2][CH2:3][CH3:4].CC([O-])(C)C.[K+]>CS(C)=O>[CH2:1]([C:5]1[CH:6]=[N:7][C:8]2[N:26]=[C:13]([CH2:14][O:15][CH2:16][CH2:17][C:18]3[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=3[F:25])[NH:12][C:10](=[O:11])[C:9]=2[CH:27]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 1405200665-butyl-2-chloro-N-[2-[2-(2,5-difluorophenyl)ethoxy]ethanimidoyl]pyridine-3-carboxamide

Product 1

HCID 1363684016-butyl-2-[2-(2,5-difluoro-phenyl)-ethoxymethyl]-3H-pyrido[2,3-d]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In analogy to the procedure described in example 78.4, 5-butyl-2-chloro-N-{2-[2-(2,5-difluoro-phenyl)-ethoxy]-1-imino-ethyl}-nicotinamide was treated with KOtBu in DMSO to obtain 6-butyl-2-[2-(2,5-difluoro-phenyl)-ethoxymethyl]-3H-pyrido[2,3-d]pyrimidin-4-one as off-white crystals. MS: m/e=374.4 [M+H+].

Sources & evidence

ORD record
ord-ba198e4c9ac340ac97df196d0af02fb4
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Reaction notes

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