Ethanolamine → HCID 69480267, compound

HRID 2364225Notes

Reaction equation

HRID 2364225 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.[CH2:26]([CH2:28][NH2:29])[OH:27]>>[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:29][CH2:28][CH2:26][OH:27])=[O:21])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 54729997Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 69480267HCID 69480267, 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 ethanolamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) tautomers are observed δ 11.79 (1H, t, J=5.4 Hz), 10.81 (1h, br s), 10.07 (1H, br s), 8.18 (0.61H, s), 8.15 (0.39H, s), 7.35-7.23 (3H, m), 7.14-7.08 (2H, m), 4.73 (1H, br), 3.98 (2H, s), 3.51-3.41 (2H, m), 3.35-3.20 (2H, m); HRMS calcd for C18H16FN3O4+H+: 358.1203. Found 358.1194.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-a0e8a75abe254cc38b1cc5ffb5962172
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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