Methylamine → HCID 69482056, compound

HRID 2364520Notes

Reaction equation

HRID 2364520 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:28])=[C:14]([C:24]([NH:26][CH3:27])=[O:25])[C:15](=[O:23])[N:16]3[CH2:19][C:20](O)=[O:21])=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:29][NH2:30]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:28])=[C:14]([C:24]([NH:26][CH3:27])=[O:25])[C:15](=[O:23])[N:16]3[CH2:19][C:20]([NH:30][CH3:29])=[O:21])=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 69482851HCID 69482851, compound

Product 1

HCID 69482056HCID 69482056, compound

Procedure

This compound was prepared from [7-[(4-fluorophenyl)methyl]-4-hydroxy-3-[(methylamino)carbonyl]-2-oxo-1,5-naphthyridine-1 (2H)-yl]acetic acid and methylamine employing methods similar to those described in example 558. The product was obtained as a white solid: 1H NMR (d6-DMSO) δ 10.00 (1H, br s), 8.53 (1H, s), 8.03 (1H, br s), 7.79 (1H, s), 7.33-7.30 (2H, m), 7.15-7.05 (2H, m), 4.83 (2H, s), 4.11 (2H, s), 2.88 (3H, d, J=3.8 Hz), 2.52 (3H, d, J=4.4 Hz); HRMS calcd for C20H19FN4O4+H+: 399.1463. Found 399.1465.

Workup

  1. customThe product was obtained as a white solid

Sources & evidence

ORD record
ord-0c2ae50eb36a4c75aeae95405623ca0e
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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