HCID 9859160, compound → HCID 9904219, compound

HRID 1636371Notes

Reaction equation

HRID 1636371 reaction equation
[OH:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]([C:12]([O:14][CH3:15])=[O:13])=[N:10][CH:11]=1)[CH:3]([OH:5])[CH3:4]>N1C=CC=CC=1.C(OC(=O)C)(=O)C>[C:2]([O:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]([C:12]([O:14][CH3:15])=[O:13])=[N:10][CH:11]=1)[CH:3]([O:5][C:12](=[O:13])[CH3:9])[CH3:4])(=[O:1])[CH3:3]

Participants

4

Reactant 1

HCID 9859160HCID 9859160, compound

Product 1

HCID 9904219HCID 9904219, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 7918Acetic AnhydrideSolvent

Procedure

To a solution of methyl 5-(1,2-dihydroxypropyl)-2-pyridinecarboxylate (6 mg) in pyridine (0.1 ml), acetic anhydride (50 μl) was added at room temperature. After stirring for 1 hour at room temperature, the reaction mixture was evaporated under N2 gas. The residue was applied to a silica gel plate (Kiesselgel GF254, 10×10 cm, Merck trademark) and developed with chloroform-methanol (95:5) to give methyl 5-(1,2-diacetoxypropyl)-2-pyridinecarboxylate: white amorphous powder; molecular formula C14H17NO6 ; LRFAB-MS m/z 296 [M+H]+ ; 1H-NMR (CDCl3) δ 8.68 (1H, d, J=2.2 Hz), 8.16 (1H, d, J=8.1 Hz), 8.03 (1H, dd, J=8.1 and 2.2 Hz), 5.95 (1H, d, J=4.3 Hz), 5.28 (1H, dq, J=6.5 and 4.3 Hz), 3.97 (3H, s), 2.12 (3H, s), 1.99 (3H, s), 1.18 (3H, d,J=6.5 Hz).

Workup

  1. customthe reaction mixture was evaporated under N2 gas

Sources & evidence

ORD record
ord-97809b0b742f4890891daf0fbf0c7ba3
Source dataset
uspto-grants-2000_03
Patent number
US06034107

Reaction notes

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