ChemicalBook CAS DataBase List 6-(HYDROXYMETHYL)NICOTINONITRILE

6-(HYDROXYMETHYL)NICOTINONITRILE synthesis

4synthesis methods

Product Name:6-(HYDROXYMETHYL)NICOTINONITRILE
CAS Number:31795-61-6
Molecular formula:C7H6N2O
Molecular Weight:134.14

3-Pyridinecarbonitrile, 6-[(acetyloxy)methyl]-

31795-60-5
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31795-61-6
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Yield:31795-61-6 91%

Reaction Conditions:

with lithium hydroxide in tetrahydrofuran;water at 20; for 2 h;

Steps:

32A
The compound of Example31A (180 mg, 1.02 mmol) is dissolved in tetrahydrofuran (8 ml). Lithium hydroxide (48.94 mg, 2.04 mmol) is dissolved in water(5 ml) and added to the THF solution. The reaction is stirred for 2 hours at room temperature. The mixture is diluted with water and ethyl acetate. The aqueous phase is extracted three times with ethyl acetate. The organic phases are combined and washed with brine, dried with magnesium sulphate monohydrate, filtered and concentrated in vacuo. The residue is used without further purification. Yield: 125 mg(91% ofth.) HPLC (method 8): Rt= 1. 17 min MS(DCI) :m/z152 (M+NH4) +'H-NMR (300 MHz, DMSO-d6):8 = 4.63 (d, 2H);5. 64 (t, 1H); 7.65 (d, 1H); 8.29 (dd, 1H); 8.92 (d, 1H) ppm.

References:

BAYER HEALTHCARE AG WO2004/20412, 2004, A1 Location in patent:Page 47

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88139-91-7 Synthesis