Isobutylamine → N-isobutyl-2-(4-(5-(methoxymethyl)pyridin-3-yl)phenyl)-2-methylpropanamide

HRID 1175604Notes

Reaction equation

HRID 1175604 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([CH3:21])([CH3:20])[C:17]([OH:19])=O)=[CH:12][CH:11]=2)[CH:7]=[N:8][CH:9]=1.[CH2:22]([NH2:26])[CH:23]([CH3:25])[CH3:24]>>[CH2:22]([NH:26][C:17](=[O:19])[C:16]([C:13]1[CH:12]=[CH:11][C:10]([C:6]2[CH:7]=[N:8][CH:9]=[C:4]([CH2:3][O:2][CH3:1])[CH:5]=2)=[CH:15][CH:14]=1)([CH3:21])[CH3:20])[CH:23]([CH3:25])[CH3:24]

Participants

3

Reactant 2

HCID 6558IsobutylamineHCID 687744252-(4-(5-(Methoxymethyl)pyridine-3-yl)phenyl)-2-methylpropanoic acid

Product 1

HCID 16005232N-isobutyl-2-(4-(5-(methoxymethyl)pyridin-3-yl)phenyl)-2-methylpropanamideYield 73%

Procedure

Prepared in a similar manner to example 3 from 2-(4-(5-(methoxymethyl)pyridine-3-yl)phenyl)-2-methylpropanoic acid (example 32a) and isobutylamine. Yield 73%. 1H NMR (400 MHz, DMSO): δ 0.72-0.74 (d, 6H), 1.46 (s, 6H), 1.68 (m, 1H), 2.83 (t, 2H), 3.32 (s, 3H), 4.5 (s, 2H), 7.36 (t, 1H), 7.39-7.42 (d, 2H), 7.66-7.68 (d, 2H), 7.95 (t, 1H), 8.48-8.49 (d,1H), 8.78-8.79 (d, 1H). MS (M+H, 341).

Sources & evidence

ORD record
ord-2bf689dbd37a46e9be8703a9cbc33f49
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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