Benzylamine → HCID 43427193, compound

HRID 922963Notes

Reaction equation

HRID 922963 reaction equation
COC(C1C=CC(C(O)=O)=NC=1)=O.C(N)C1C=CC=CC=1.[CH2:22]([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])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([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])[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 3149925-(Methoxycarbonyl)pyridine-2-carboxylic acidHCID 14210548HCID 14210548, compound

Product 1

HCID 43427193HCID 43427193, compound

Procedure

250 mg of 5-(methoxycarbonyl)picolinic acid was coupled to benzylamine via Procedure G. Crude methyl 6-(benzylcarbamoyl)nicotinate was hydrolyzed via Procedure M to yield 300 mg of 6-(benzylcarbamoyl)nicotinic acid. 60 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 6-(benzylcarbamoyl)nicotinic acid via Procedure G. The crude product was purified by reverse phase HPLC to yield-benzyl-N5-(4-chloro-3-(pyridin-2-yl)phenyl)pyridine-2,5-dicarboxamide. MS (Q1) 443.1 (M)+.

Sources & evidence

ORD record
ord-ba653bd7dba7466cbd29af2ca6bd88c4
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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