3-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-oneacetate → HCID 54596997, compound

HRID 85451Notes

Reaction equation

HRID 85451 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:12]=[C:13]([C:23]([OH:25])=O)[C:14]3[CH:15]=[N:16][N:17]([CH:20]([CH3:22])[CH3:21])[C:18]=3[CH:19]=2)[CH2:7][CH2:6]1)[CH3:3].[NH2:26][CH2:27][C:28]1[C:29](=[O:38])[NH:30][C:31]([CH3:37])=[CH:32][C:33]=1[CH2:34][CH2:35][CH3:36]>>[CH3:1][N:2]([CH2:4][CH:5]1[CH2:6][CH2:7][N:8]([C:11]2[CH:12]=[C:13]([C:23]([NH:26][CH2:27][C:28]3[C:29](=[O:38])[NH:30][C:31]([CH3:37])=[CH:32][C:33]=3[CH2:34][CH2:35][CH3:36])=[O:25])[C:14]3[CH:15]=[N:16][N:17]([CH:20]([CH3:22])[CH3:21])[C:18]=3[CH:19]=2)[CH2:9][CH2:10]1)[CH3:3]

Participants

3

Reactant 2

HCID 671241403-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-oneacetateHCID 674684016-(4-((dimethylamino)methyl)piperidin-1-yl)-1-isopropyl-1H-indazole-4-carboxylic acid

Product 1

HCID 54596997HCID 54596997, compound

Procedure

The title compound was prepared using the procedure described for example 37 (step c) from 6-(4-((dimethylamino)methyl)piperidin-1-yl)-1-isopropyl-1H-indazole-4-carboxylic acid and 3-(aminomethyl)-6-methyl-4-propyl-2(1H)-pyridinone. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.89 (t, J=7.33 Hz, 3H), 1.14-1.32 (m, 2H), 1.42 (m, 6H), 1.45-1.55 (m, 2H), 1.57-1.68 (m, 1H), 1.72-1.89 (m, 3H), 2.03-2.21 (m, 12H), 2.63-2.79 (m, 2H), 3.54-3.66 (m, 1H), 3.81 (m, 2H), 4.37 (d, J=4.80 Hz, 2H), 4.94 (quin, J=6.63 Hz, 1H), 5.91 (s, 1H), 7.05 (s, 1H), 7.32 (d, J=1.77 Hz, 1H), 8.14 (s, 1H), 8.44 (t, J=5.05 Hz, 2H) 11.24-11.80 (m, 1H); LCMS: (M+H)+=507.1

Sources & evidence

ORD record
ord-99e3dfa5b891453baa7beb382e1659f0
Source dataset
uspto-grants-2014_09
Patent number
US08846935B2

Reaction notes

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