Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate → HCID 178523246, compound

HRID 2364169Notes

Reaction equation

HRID 2364169 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]([O:22]CC)=O)[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[NH:26]1[CH:30]=[C:29]([CH2:31][CH2:32][NH2:33])[N:28]=[CH:27]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:25])=[C:14]([C:20]([NH:33][CH2:32][CH2:31][C:29]4[N:28]=[CH:27][NH:26][CH:30]=4)=[O:22])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 54729997Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylateHCID 178419017HCID 178419017, compound

Product 1

HCID 178523246HCID 178523246, 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-(1H-imidazol-4-yl)ethylamine employing methods similar to those described in Example 11 and was obtained as an off-white solid: 1H NMR (CF3CO2D) δ 8.66 (1H, s), 8.60 (1H, s), 8.43 (1H, s), 7.39 (1H, s), 7.22 (2H, m), 7.08 (2H, t, J=8.4 Hz), 4.36 (2H, s), 4.00 (2H, br, t, J=6 Hz), 3.29 (2H, br t, J=6 Hz); ES+ MS: 408 (M+H+, 100).

Workup

  1. customwas obtained as an off-white solid

Sources & evidence

ORD record
ord-c8a90d50aedb48448c92a5610d287a4a
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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