3-Isopropoxypropylamine → HCID 69482069, compound

HRID 2364291Notes

Reaction equation

HRID 2364291 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.[CH:26]([O:29][CH2:30][CH2:31][CH2:32][NH2:33])([CH3:28])[CH3:27]>>[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][CH2:30][O:29][CH:26]([CH3:28])[CH3:27])=[O:21])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 761943-IsopropoxypropylamineHCID 54729997Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 69482069HCID 69482069, 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 3-isopropoxypropylamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 11.73 (1H, br s), 10.71 (1H, br s), 10.23 (1H, br s), 8.17 (1H, br s), 7.28-7.24 (3H, m), 7.15-7.10 (2H, t, J=8.4 Hz), 4.00 (2H, s), 3.52-3.46 (1H, m), 3.39 (2H, t, J=6 Hz), 3.30-3.21 (2H, m), 1.68-1.62 (2H, m), 1.06 (6H, d, J=6.1 Hz); HRMS calcd for C22H24FN3O4+H+: 414.1829. Found 414.1810.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-456e6e9ebf694ba781d2b61a22823aaf
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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