2-Pyridinemethanamine → HCID 43427235, compound

HRID 1364738Notes

Reaction equation

HRID 1364738 reaction equation
COC(C1C=CC(C(O)=O)=NC=1)=O.N1C=CC=CC=1CN.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28][NH:29][C:30]([C:32]1[CH:41]=[CH:40][C:35]([C:36]([O:38]C)=[O:37])=[CH:34][N:33]=1)=[O:31]>>[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28][NH:29][C:30]([C:32]1[CH:41]=[CH:40][C:35]([C:36]([OH:38])=[O:37])=[CH:34][N:33]=1)=[O:31]

Participants

4

Reactant 3

HCID 195092-PyridinemethanamineHCID 3149925-(Methoxycarbonyl)pyridine-2-carboxylic acidHCID 36714500HCID 36714500, compound

Product 1

HCID 43427235HCID 43427235, compound

Procedure

250 mg of 5-(methoxycarbonyl)picolinic acid was coupled to pyridin-2-ylmethanamine via Procedure G. Crude methyl 6-(pyridin-2-ylmethylcarbamoyl)nicotinate was hydrolyzed via Procedure M to yield 250 mg of 6-(pyridin-2-ylmethylcarbamoyl)nicotinic acid. 60 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 6-(pyridin-2-ylmethylcarbamoyl)nicotinic acid via Procedure G. The crude product was purified by reverse phase HPLC to yield N5-(4-chloro-3-(pyridin-2-yl)phenyl)-N2-(pyridin-2-ylmethyl)pyridine-2,5-dicarboxamide. MS (Q1) 444.1 (M)+.

Sources & evidence

ORD record
ord-357c357841484d178673152142e0e08a
Source dataset
uspto-grants-2011_02
Patent number
US07888364B2

Reaction notes

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