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

HRID 2100558Notes

Reaction equation

HRID 2100558 reaction equation
Cl[C:2]1[N:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][C:3]=1[C:4]([NH:6][C:7](=[NH:20])[CH2:8][O:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[C:14]([Cl:19])[CH:13]=1)=[O:5].CC([O-])(C)C.[K+]>CS(C)=O>[Cl:19][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:21]=[C:22]([CH2:25][CH3:26])[CH:23]=[N:24][C:2]=3[N:20]=2)[CH:17]=[CH:16][C:15]=1[F:18]

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 1405200642-chloro-N-[2-[2-(3-chloro-4-fluorophenyl)ethoxy]ethanimidoyl]-5-ethylpyridine-3-carboxamide

Product 1

HCID 1363684022-[2-(3-chloro-4-fluoro-phenyl)-ethoxymethyl]-6-ethyl-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, 2-chloro-N-{2-[2-(3-chloro-4-fluoro-phenyl)-ethoxy]-1-imino-ethyl}-5-ethyl-nicotinamide was treated with KOtBu in DMSO to obtain 2-[2-(3-chloro-4-fluoro-phenyl)-ethoxymethyl]-6-ethyl-3H-pyrido[2,3-d]pyrimidin-4-one as off-white crystals. MS: m/e=362.1 [M+H+].

Sources & evidence

ORD record
ord-45ff0ad6985a40d1a2b058193566e2f5
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Reaction notes

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