Phenethylamine → HCID 54706738, compound

HRID 2364150Notes

Reaction equation

HRID 2364150 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)[NH:5][C:4](=[O:19])[C:3]=1[C:20](OCC)=[O:21].[CH2:25]([NH2:33])[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(Cl)Cl>[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)[NH:5][C:4](=[O:19])[C:3]=1[C:20]([NH:33][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:21]

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 54729996HCID 54729996, compound

Product 1

HCID 54706738HCID 54706738, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was prepared from ethyl 4-hydroxy-2-oxo-7-(phenylmethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate and phenethylamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 11.90 (1H, br), 10.65 (1H br), 8.30 (1H, br), 7.37-7.22 (1H, m), 4.04 (2H, br s), 3.53 (2H, m, J˜5 Hz), 2.83 (2H, t, J=7 Hz); Anal. Calcd for C24H21N3O3.0.25 CH2Cl2: C, 69.45; H, 5.12; N, 9.92. Found: C, 69.40; H, 4.92; N, 10.11.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-3334072d52ef4c338623d23270a1d762
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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