2-Pyridineethanamine → HCID 54705635, compound

HRID 2364168Notes

Reaction equation

HRID 2364168 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.[NH2:26][CH2:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=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:26][CH2:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=4)=[O:21])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 759192-PyridineethanamineHCID 54729997Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 54705635HCID 54705635, 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-(2-aminoethyl)pyridine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (CF3CO2D) δ 8.84 (1H, d, J=6 Hz), 8.79 (1H, s), 8.71 (1H, t, J=8 Hz), 8.55 (1H s), 8.20 (1H, d, J=8 Hz), 8.11 (1H, t, J=7 Hz), 7.35 (2H, dd, J=8.6, 5.3 Hz), 7.20 (2H, t, J=8.6 Hz), 4.48 (2H, s), 4.26 (2H, t, J=7 Hz), 3.75 (2H, t, J=7 Hz); ES+ MS: 4419 (M+H+, 100).

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-c174380db1e54ad3803acac2618797e3
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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