Cyclohexanemethylamine → HCID 54715299, compound

HRID 2364152Notes

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.[CH:25]1([CH2:31][NH2:32])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>>[CH:25]1([CH2:31][NH:32][C:20]([C:3]2[C:4](=[O:19])[NH:5][C:6]3[C:11]([C:2]=2[OH:1])=[N:10][CH:9]=[C:8]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=3)=[O:22])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

Reactant 2

HCID 76688Cyclohexanemethylamine

HCID 54729996HCID 54729996, compound

Product 1

HCID 54715299HCID 54715299, compound

Procedure

This compound was prepared from ethyl 4-hydroxy-2-oxo-7-(phenylmethyl)-1,2 dihydro-1,5-naphthyridine-3-carboxylate and cyclohexylmethylamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 10.80 (1H, br), 8.32 (1H, br s), 7.39 (1H, s), 7.35-7.22 (5H, m), 4.05 (2H, br s), 3.17 (2H, t, J=6 Hz), 1.71-0.79 (11H, m); HRMS calcd for C23H25N3O3+H+: 392.1974. Found: 392.1956.

Workup

customwas obtained as a white solid

Sources & evidence

ORD record: ord-9ddd610d535a438a9c5250d2ada1c4c2
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691991B2

Reaction notes

Loading…