(2-Thienylmethyl)amine → HCID 54702860, compound

HRID 2364155Notes

Reaction equation

HRID 2364155 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].[S:25]1[CH:29]=[CH:28][CH:27]=[C:26]1[CH2:30][NH2:31]>>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[CH:9][N:10]=2)[NH:5][C:4](=[O:19])[C:3]=1[C:20]([NH:31][CH2:30][C:26]1[S:25][CH:29]=[CH:28][CH:27]=1)=[O:21]

Participants

3

Reactant 2

HCID 34005(2-Thienylmethyl)amineHCID 54729996HCID 54729996, compound

Product 1

HCID 54702860HCID 54702860, compound

Procedure

This compound was prepared from ethyl 4-hydroxy-2-oxo-7-(phenylmethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate and thiophene-2-methylamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 12.25 (1H, br), 11.10 (1H, br), 10.2 (1H, br), 8.28 (1H, br s), 7.38 (1H, br s), 7.34-7.22 (6H, m), 7.04 (1H, s), 6.97 (1H, d, J=4.3 Hz), 4.68 (2H, br), 4.04 (2H, br s); HRMS calcd for C21H17N3O3S+H+: 392.1069. Found: 392.1070.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-80b781925b1a43a99985058795ad9f82
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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