Hydrochloric Acid → HCID 70342994, compound

HRID 1681886Notes

Reaction equation

HRID 1681886 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([O:10]C)=[O:9])=[CH:4][N:3]=1.[ClH:12]>C(O)C.O=[Pt]=O>[ClH:12].[NH2:1][C:2]1[CH2:7][CH2:6][CH:5]([C:8]([OH:10])=[O:9])[CH2:4][N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 737487Methyl 6-aminonicotinate

Product 1

HCID 70342994HCID 70342994, compoundYield 89.1%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

2-Amino-5-methoxycarbonylpyridine (0.912 g, 6.6 mmol) was dissolved in 90% ethanol (137 ml) and conc. HCl (3.5 ml, 40 mmol) was added. The solution was hydrogenated over PtO2 (200 mg) in a Parr shaker apparatus at room temperature and 29 psig for 2 hours. Filtration and evaporation gave 1.05 g (89%) crude white crystals identified as the product by 400 MHz nmr and ir 3350, 3011, 1714 cm-1.

Workup

  1. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-604b15540e0e49dba40676b9dd9a4415
Source dataset
uspto-grants-1992_12
Patent number
US05175166

Reaction notes

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