5-Methyl-3-hexen-2-one → 3-(aminomethyl)-4-isopropyl-6-methylpyridin-2(1H)-one

HRID 85531Notes

Reaction equation

HRID 85531 reaction equation
[NH2:1][CH2:2][C:3]1[C:4](=[O:13])[NH:5][C:6]([CH3:12])=[CH:7][C:8]=1[CH2:9][CH2:10]C.[CH3:14]C(C)/C=C/C(=O)C>>[NH2:1][CH2:2][C:3]1[C:4](=[O:13])[NH:5][C:6]([CH3:12])=[CH:7][C:8]=1[CH:9]([CH3:10])[CH3:14]

Participants

3

Reactant 2

HCID 53631405-Methyl-3-hexen-2-oneHCID 671241403-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-oneacetate2×

Product 1

HCID 671243373-(aminomethyl)-4-isopropyl-6-methylpyridin-2(1H)-one

Procedure

The title compound was prepared in the same manner as described for 3-(aminomethyl)-6-methyl-4-propyl-2(1H)-pyridinone (Intermediate 2, steps 1 and 2) from (3E)-5-methyl-3-hexen-2-one (20 g, 137 mmol). LCMS E-S (M+H)=181.1. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.8-11.9 (br s, 1H), 7.86-7.96 (br s, 3H), 6.10 (s, 1H), 3.82-3.86 (m, 2H), 3.02-3.09 (m, 1H), 2.17 (s, 3H), 1.08 (d, 6H).

Sources & evidence

ORD record
ord-cf5ac9f2580d4dc29b7e2041d452a527
Source dataset
uspto-grants-2014_09
Patent number
US08846935B2

Reaction notes

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