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

HRID 2100483
Notes
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Reaction equation

HRID 2100483 reaction equation
Cl[C:2]1[N:23]=[CH:22][C:21]([Cl:24])=[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].CC([O-])(C)C.[K+]>>[Cl:24][C:21]1[CH:22]=[N:23][C:2]2[N:19]=[C:7]([CH2:8][O:9][CH2:10][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=3)[NH:6][C:4](=[O:5])[C:3]=2[CH:20]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 1405200762,5-dichloro-N-[2-[2-(3-chlorophenyl)ethoxy]ethanimidoyl]pyridine-3-carboxamide

Product 1

HCID 1358991816-chloro-2-[2-(3-chloro-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-phenyl)-ethoxy]-1-imino-ethyl}-nicotinamide was treated with KOtBu to obtain 6-chloro-2-[2-(3-chloro-phenyl)-ethoxymethyl]-3H-pyrido[2,3-d]pyrimidin-4-one as colorless crystals. MS: m/e=350.2 [M+H+].

Sources & evidence

ORD record
ord-58cf53c569804815bc01d172d2d0adbb
Source dataset
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07572801B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes