3-Cyanopyridine → Nicotinamide

HRID 750432

Reaktionsgleichung

Reaktionsgleichung von HRID 750432
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 3.47 mL of 50 mM potassium phosphate buffer (pH 7.0), 1.0 mL of a suspension of 55.2 mg dry cell weight E. coli SW132 wet cells (prepared as described in Example 10) in 50 mM potassium phosphate buffer (pH 7.0), and 0.5339 g of 3-cyanopyridine. The final concentration of 3-cyanopyridine was 1.00 M. The reaction mixture was mixed on a rotating platform at 23° C. After 30 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 99% and 0%, respectively.

Aufarbeitung

  1. customdry cell weight E
  2. customwet cells (prepared as described in Example 10) in 50 mM potassium phosphate buffer (pH 7.0)
  3. additionThe reaction mixture was mixed on a rotating platform at 23° C

Quellen und Nachweise

ORD-Eintrag
ord-5d4a8ab2ac354482bbb260abd4d787a8
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405064B2

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