2-Phenoxyethanamine → HCID 86762319, compound

HRID 2364222Notes

Reaction equation

HRID 2364222 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:25])=[C:14]([C:20](OCC)=[O:21])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[O:26]([CH2:33][CH2:34][NH2:35])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[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:25])=[C:14]([C:20]([NH:35][CH2:34][CH2:33][O:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[O:21])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 156512-PhenoxyethanamineHCID 54729997Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 86762319HCID 86762319, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-phenoxyethylamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 11.85 (1H, br s), 10.49 (1H, br s), 8.49 (1H, br s), 7.42 (1H, br s), 7.32-7.25 (4H, m), 7.14 (2H, t, J=8.7 Hz), 6.97-6.91 (3H, m), 4.14-4.08 (4H, br m), 3.72 (2H, br); HRMS calcd for C24H20FN3O4+H+: 434.1516. Found 434.1519.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-7b1d788822f7427ebb40d4dd456dc8b2
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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