3-Cyanopyridine → Nicotinamide

Reaction equation

[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2].P([O-])([O-])([O-])=[O:10].[K+].[K+].[K+]>>[C:1]([NH2:2])(=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1

Participants

Reactant 2

HCID 793-Cyanopyridine

HCID 62657Potassium Phosphate, Tribasic

Product 1

HCID 936NicotinamideYield 97.3%

Procedure

The reaction was carried out in a reaction mixture (30 ml), comprising 500 mM 3-cyanopyridine, 40 mM potassium phosphate buffer (pH 7.0) and resting cells (dry weight 2.3 mg). During the reaction, 3-cyanopyridine (500 mM) was added 7 times as soon as it was consumed. In this manner, 4.0 M 3-cyanopyridine was added in the course of 15 h and 3.89 M (475 g/l) nicotinamide was formed, corresponding to a yield of 97.3%. Nicotinic acid was not formed.

Workup

customcells (dry weight 2.3 mg)
customDuring the reaction, 3-cyanopyridine (500 mM)
additionwas added 7 times as soon as it
customwas consumed
additionIn this manner, 4.0 M 3-cyanopyridine was added in the course of 15 h

Sources & evidence

ORD record: ord-27c49eeb2f504a228c75d13571a3c580
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741097B2

Reaction notes

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