3-Cyanopyridine → Nicotinamide

HRID 750433

Reaktionsgleichung

Reaktionsgleichung von HRID 750433
P([O-])([O-])([O-])=O.[K+].[K+].[K+].[C:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)#[N:10].C(#[N:19])C.[OH2:20].CN(C)[C:23](=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=C[CH:25]=1>C(#N)C>[C:9]([NH2:10])(=[O:30])[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][CH:12]=1.[C:23]([OH:30])(=[O:20])[C:24]1[CH:29]=[CH:28][CH:27]=[N:19][CH:25]=1

Komponenten

7

Edukt 4

HCID 793-Cyanopyridine3×HCID 11916N,N-DimethylbenzamideHCID 62657Potassium Phosphate, TribasicHCID 18373917Acetonitrile--water (1/1)

Produkt 2

HCID 936NicotinamideHCID 938Nicotinic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a 15-mL polypropylene centrifuge tube was added 3.73 mL of 50 mM potassium phosphate buffer (pH 7.0), 1.0 mL of an E. coli SW132 cell extract suspension prepared as described above, and 0.2626 g of 3-cyanopyridine. The final concentration of 3-cyanopyridine was 0.494 M. The reaction mixture was mixed on a rotating platform at 23° C. After 15 min, 7.50 mL of 95:5 acetonitrile/water containing 0.30 M N,N-dimethylbenzamide (HPLC external standard) was added to the reaction, the resulting mixture centrifuged, and a 0.100 mL of the supernatant mixed with 0.900 mL of acetonitrile and analyzed by HPLC. The conversion of 3-cyanopyridine was 100%, and the yields of nicotinamide and nicotinic acid were 100% and 0%, respectively.

Aufarbeitung

  1. extractioncell extract suspension
  2. customprepared
  3. additionThe reaction mixture was mixed on a rotating platform at 23° C

Quellen und Nachweise

ORD-Eintrag
ord-214a51ab1cce49e8929b5e1ed98a6808
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405064B2

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