Triacetoxyperiodinane → 2-(4-Chloro-2,6-dimethyl-phenoxy)-4-(1-formyl-propylamino)-6-methyl-nicotinic acid methyl ester
Reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH3:23][O:24][C:25](=[O:49])[C:26]1[C:31]([NH:32][CH:33]([CH2:36][OH:37])[CH2:34][CH3:35])=[CH:30][C:29]([CH3:38])=[N:28][C:27]=1[O:39][C:40]1[C:45]([CH3:46])=[CH:44][C:43]([Cl:47])=[CH:42][C:41]=1[CH3:48]>>[CH3:23][O:24][C:25](=[O:49])[C:26]1[C:31]([NH:32][CH:33]([CH:36]=[O:37])[CH2:34][CH3:35])=[CH:30][C:29]([CH3:38])=[N:28][C:27]=1[O:39][C:40]1[C:41]([CH3:48])=[CH:42][C:43]([Cl:47])=[CH:44][C:45]=1[CH3:46]Participants
3
Procedure
The title compound was prepared by Dess-Martin oxidation of 2-(4-chloro-2,6-dimethyl-phenoxy)4-(1-hydroxymethyl-propylamino)-6-methyl-nicotinic acid methyl ester. The title compound was obtained after column chromatography. 1H NMR (CDCl3) 9.54(d,1H), 8.56(d,1H), 7.01(s,2H), 5.93(s,1H), 3.92(m,1H), 3.89(s,3H), 2.08(s,3H), 2.05(s,6H), 1.05(t,3H) ppm.
Sources & evidence
- ORD record
- ord-ee57a89da77c4f61a99d06625d805ebb
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07125880B1
Reaction notes
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