3-Pyridinemethanamine → HCID 54680895, compound

HRID 2364187Notes

Reaction equation

HRID 2364187 reaction equation
[F:1][C:2]1[CH:36]=[CH:35][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:34])=[C:12]([C:29](OCC)=[O:30])[C:13](=[O:28])[N:14]3[CH2:17][C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:20][CH:19]=3)=[N:9][CH:8]=2)=[CH:4][CH:3]=1.[NH2:37][CH2:38][C:39]1[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=1>>[F:1][C:2]1[CH:36]=[CH:35][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:34])=[C:12]([C:29]([NH:37][CH2:38][C:39]4[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=4)=[O:30])[C:13](=[O:28])[N:14]3[CH2:17][C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:25])=[O:26])=[CH:20][CH:19]=3)=[N:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 310183-PyridinemethanamineHCID 58882966HCID 58882966, compound

Product 1

HCID 54680895HCID 54680895, compound

Procedure

This compound was prepared from ethyl 7-(4-fluorobenzyl)-4-hydroxy-1-[4-(methylsulfonyl)benzyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 3-(aminomethyl)pyridine employing methods similar to those described in Example 5 and was obtained as a white solid; 1H NMR (CDCl3) δ 10.82 (1H, br t, J=6 Hz), 8.79 (1H, s), 8.67 (1H, d, J=5 Hz), 8.61 (1H, s), 8.44 (1H, d, J=8 Hz), 7.90 (1H, m), 7.86 (2H, d, J=8.2 Hz), 7.22 (2H, d, J=8.2 Hz), 7.07 (1H, s), 7.00 (4H, m), 5.44 (2H, br), 4.83 (2H, d, J=6 Hz), 4.05 (2H, s), 3.04 (3H, s); ES+ MS: 573 (M+H+, 100).

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-aa191f3cfcd44bddad13333128f222d9
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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