2-Methoxyethylamine → HCID 54685340, compound

HRID 2364189Notes

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)[N:5]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[C:4](=[O:29])[C:3]=1[C:30](OCC)=[O:31].[CH3:35][O:36][CH2:37][CH2:38][NH2:39]>>[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)[N:5]([CH2:19][C:20]2[CH:21]=[CH:22][C:23]([N+:26]([O-:28])=[O:27])=[CH:24][CH:25]=2)[C:4](=[O:29])[C:3]=1[C:30]([NH:39][CH2:38][CH2:37][O:36][CH3:35])=[O:31]

Participants

Reactant 2

HCID 80182-Methoxyethylamine

HCID 58882992HCID 58882992, compound

Product 1

HCID 54685340HCID 54685340, compound

Procedure

This compound was prepared from ethyl 4-hydroxy-1-[(4-nitrophenyl)methyl]-2-oxo-7-(phenylmethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-methoxyethylamine employing methods similar to those described in Example 2 and was obtained as a light yellow solid: 1H NMR (d6-DMSO) δ 10.69 (1H, br), 8.21 (1H, s), 8.10 (2H, d, J=8.7 Hz), 7.35 (2H, d, J=8.7 Hz), 7.31 (1H, s), 7.13 (3H, m), 7.07 (2H, m), 5.49 (2H, br s), 3.91 (2H, s), 3.41 (4H, m), 3.27 (3H, s); HRMS calcd for C26H24N4O6+H+: 489.1774. Found: 489.1778.

Workup

customwas obtained as a light yellow solid

Sources & evidence

ORD record: ord-0dc3c9558e6947aeb1be036288743358
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691991B2

Reaction notes

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