3-Cyanopyridine → Nicotinamide

HRID 1174457Notes

Reaction equation

HRID 1174457 reaction equation
P([O-])([O-])([O-])=[O:2].[K+].[K+].[K+].[C:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)#[N:10]>CO>[C:9]([NH2:10])(=[O:2])[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][CH:12]=1

Participants

4

Reactant 2

HCID 793-CyanopyridineHCID 62657Potassium Phosphate, Tribasic

Product 1

HCID 936Nicotinamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

A solution comprising nitrile hydratase solution 25 (0.697 μmol/min; 0.025 ml) and potassium phosphate buffer (0.1 M; pH 7.0; 0.475 ml) was incubated at different temperatures in the range from 20 to 70° C. for 60 min. The solution was then cooled to 20° C. using an ice bath and 3-cyanopyridine (0.5 M; 0.500 ml) was 30 added. The reaction mixture was incubated at 20° C. for 10 min. The reaction was stopped by adding MeOH. The amount of nicotinamide produced was determined by means of HPLC according to Example 1. After 60 minutes of incubation at temperatures above 40° C., nitrile hydratase activity decreased markedly and, after 60 min of incubation at 50° C., nitrile hydratase activity was only about 25% of the original activity (FIG. 15).

Workup

  1. additionadded
  2. waitThe reaction mixture was incubated at 20° C. for 10 min

Sources & evidence

ORD record
ord-f4a143972e2445c0be9fe08b88b56a45
Source dataset
uspto-grants-2010_11
Patent number
US07838271B2

Reaction notes

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