Nicotinic Acid → 5-Methyl-6-propylnicotinic acid

HRID 2065886Notes

Reaction equation

HRID 2065886 reaction equation
[C:1](O)(=O)[C:2]1C=CC=N[CH:3]=1.C([O:12][C:13](=[O:22])[C:14]1[CH:19]=[C:18]([CH3:20])[C:17](Cl)=[N:16][CH:15]=1)C>>[CH3:20][C:18]1[C:17]([CH2:1][CH2:2][CH3:3])=[N:16][CH:15]=[C:14]([CH:19]=1)[C:13]([OH:12])=[O:22]

Participants

3

Reactant 2

HCID 938Nicotinic AcidHCID 574371976-Chloro-5-methylnicotinic acid ethyl ester

Product 1

HCID 584180605-Methyl-6-propylnicotinic acid

Procedure

5-Methyl-6-propyl-nicotinic acid (1.85 g as hydrochloride) is prepared in analogy to Nicotinic acid 6 from 6-chloro-5-methyl-nicotinic acid ethyl ester (2.0 g) and commercially available trans-1-propen-1-yl broronic acid (1.3 g); 1H NMR (d6-DMSO) δ 0.96 (t, J=7.3 Hz, 3H), 1.72 (m, 2H), 3.05 (t, J=7.5 Hz, 2H), 8.66 (m, 1H), 8.86 (d, J=1.5 Hz, 1H).

Sources & evidence

ORD record
ord-d1c19eed27ef4b04b651e51cbdf111c0
Source dataset
uspto-grants-2012_10
Patent number
US08288554B2

Reaction notes

Loading…