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

HRID 2100492Notes

Reaction equation

HRID 2100492 reaction equation
Cl[C:2]1[N:24]=[CH:23][C:22]([Cl:25])=[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+]>>[Cl:25][C:22]1[CH:23]=[N:24][C:2]2[N:20]=[C:7]([CH2:8][O:9][CH2:10][CH2:11][C:12]3[CH:17]=[CH:16][C:15]([F:18])=[C:14]([Cl:19])[CH:13]=3)[NH:6][C:4](=[O:5])[C:3]=2[CH:21]=1

Participants

3

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 1405200702,5-dichloro-N-[2-[2-(3-chloro-4-fluorophenyl)ethoxy]ethanimidoyl]pyridine-3-carboxamide

Product 1

HCID 1358991836-chloro-2-[2-(3-chloro-4-fluoro-phenyl)-ethoxymethyl]-3H-pyrido[2,3-d]pyrimidin-4-one

Procedure

In analogy to the procedure described in example 78.4, 2,5-dichloro-N-{2-[2-(3-chloro-4-fluoro-phenyl)-ethoxy]-1-imino-ethyl}-nicotinamide was treated with KOtBu to obtain 6-chloro-2-[2-(3-chloro-4-fluoro-phenyl)-ethoxymethyl]-3H-pyrido[2,3-d]pyrimidin-4-one as orange crystals. MS: m/e=368.0 [M+H+].

Sources & evidence

ORD record
ord-e21fd43a7ac94565bcb4c65f5597d97d
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Reaction notes

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