Furfurylamine → HCID 54683904, compound

HRID 2364153Notes

Reaction equation

HRID 2364153 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](OCC)=[O:21].[CH2:25]([NH2:31])[C:26]1[O:30][CH:29]=[CH:28][CH:27]=1>>[O:30]1[CH:29]=[CH:28][CH:27]=[C:26]1[CH2:25][NH:31][C:20]([C:3]1[C:4](=[O:19])[NH:5][C:6]2[C:11]([C:2]=1[OH:1])=[N:10][CH:9]=[C:8]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH:7]=2)=[O:21]

Participants

3

Reactant 2

HCID 3438FurfurylamineHCID 54729996HCID 54729996, compound

Product 1

HCID 54683904HCID 54683904, compound

Procedure

This compound was prepared from ethyl 4-hydroxy-2-oxo-7-(phenylmethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate and furfurylamine employing methods similar to those described in Example 2 and was obtained as a white solid; 1H NMR (d6-DMSO) δ 12.13 (1H, br), 11.12 (1H, br), 10.15 (1H, br), 8.20 (1H, br s), 7.57 (1H, s), 7.31-7.20 (6H, m), 6.38 (1H, s), 6.27 (1H, br s), 4.48 (2H, br), 4.01 (2H, br s); HRMS calcd for C21H17N3O4+H+: 376.1297. Found: 376.1286.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-5be0d259b11b4d89b23de0394204e7d3
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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