Isobutylamine → HCID 54683954, compound

HRID 2364146Notes

Reaction equation

HRID 2364146 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:9][N:10]=2)[NH:5][C:4](=[O:19])[C:3]=1[C:20]([O:22]CC)=O.[CH2:25]([NH2:29])[CH:26]([CH3:28])[CH3:27]>>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:9][N:10]=2)[NH:5][C:4](=[O:19])[C:3]=1[C:20]([NH:29][CH2:25][CH:26]([CH3:28])[CH3:27])=[O:22]

Participants

3

Reactant 2

HCID 6558IsobutylamineHCID 54729996HCID 54729996, compound

Product 1

HCID 54683954HCID 54683954, compound

Procedure

This compound was prepared from ethyl 4-hydroxy-2-oxo-7-(phenylmethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate and isobutylamine employing methods similar to those described in Example 2 and was obtained as a white solid; 1H NMR (d6-DMSO) δ 10.82 (1H, br), 8.22 (1H, s), 7.35-7.22 (6H, m), 4.03 (2H, s), 3.11 (2H, br), 1.77 (1H, m), 0.92 (6H, d, J=6.5 Hz); HRMS calcd for C20H21N3O3+H+: 352.1661. Found: 352.1645.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-ceee908d06294826ad0e21cdb71c3e55
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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