4-Pyridinemethanamine → HCID 54697411, compound

HRID 2364177Notes

Reaction equation

HRID 2364177 reaction equation
[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([C:12]([OH:33])=[C:13]([C:28]([O:30]CC)=O)[C:14](=[O:27])[N:15]2[CH2:18][C:19]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[O:20])=[N:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:34][CH2:35][C:36]1[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=1>>[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([C:12]([OH:33])=[C:13]([C:28]([NH:34][CH2:35][C:36]3[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=3)=[O:30])[C:14](=[O:27])[N:15]2[CH2:18][C:19]([N:21]2[CH2:22][CH2:23][O:24][CH2:25][CH2:26]2)=[O:20])=[N:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 773174-PyridinemethanamineHCID 58882958HCID 58882958, compound

Product 1

HCID 54697411HCID 54697411, compound

Procedure

This compound was prepared from ethyl 7-benzyl-4-hydroxy-1-(2-morpholin-4-yl-2-oxoethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 4-(aminomethyl)pyridine employing methods similar to those employed in Example 11. The product was obtained as a white solid: 1H NMR (CDCl3) δ 10.48 (1H, br t, J=6 Hz), 8.62 (1H, d, J=1.1 Hz), 8.58 (2H, d, J=6 Hz), 7.38-7.29 (3H, m), 7.27 (2H, d, J=6 Hz), 7.19 (2H, d, J=7 Hz), 7.02 (1H, s), 4.93 (2H, s), 4.65 (2H, d, J=6 Hz), 4.16 (2H, s), 3.69 (4H, m), 3.57 (2H, m), 3.51 (2H, m); ES+ MS: 514 (M+H+, 100).

Workup

  1. customThe product was obtained as a white solid

Sources & evidence

ORD record
ord-da2798b920164c8da1c3f68c164cdfba
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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