2-amino-6-alkyl substituted pyridine derivatives useful as P2Y12 inhibitors 308

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Biological target:

P2Y12

Activity:

Inhibitor

Steps Conditions Reactions
a without solvent Enamine synthesis
b

1. NaOEt / EtOH

2. AcOH

Cyclisation
c SOCl2 / Toluene                   Chlorination
Steps Conditions Reactions
a TBTU / Et3N / LiCl / THF  TBTU coupling
b Formic acid N-Boc deprotection
Steps Conditions Reactions
a Et3N / EtOH Tertiary amine synthesis (nucleophilic substitution)
b NaOH 2N / MeOH Carboxylic acid synthesis (Ester hydrolysis)
c

1. Oxalyl chloride / DMF / DCM

2. Ferric acetylacetonate / n-butylmagnesium bromide / THF

Ketone synthesis
Steps Conditions Reactions
a DIEA / EtOH Tertiary amine synthesis (nucleophilic substitution)
b EDCI / HOBt / DIEA / DCM EDCI coupling
c NaOH / MeOH        Carboxylic acid synthesis (Ester hydrolysis)
d 2,4,6-trifluoro-1,3,5-triazine / pyridine / DCM  
Fluorination                                
e n-propyl magnesium bromide / THF  Ketone synthesis

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