Hydrochloric Acid → HCID 54702907, compound

HRID 2364148Notes

Reaction equation

HRID 2364148 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]([O:22]CC)=O.[CH:25]1([NH2:30])[CH2:29][CH2:28][CH2:27][CH2:26]1.Cl>>[CH:25]1([NH:30][C:20]([C:3]2[C:4](=[O:19])[NH:5][C:6]3[C:11]([C:2]=2[OH:1])=[N:10][CH:9]=[C:8]([CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:7]=3)=[O:22])[CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 2906CyclopentylamineHCID 54729996HCID 54729996, compound

Product 1

HCID 54702907HCID 54702907, compound

Procedure

This compound was prepared from ethyl 4-hydroxy-2-oxo-7-(phenylmethyl)-1,2-dihydro-1,5-naphthyridine-3-carboxylate and cyclopentylamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 10.75 (1H, br), 8.24 (1H, s), 7.35 (1H, s), 7.32-7.20 (5H, m), 4.21 (1H, m, J=6.7 Hz), 4.04 (2H, s), 1.93-1.35 (8H, m); Anal. Calcd for C21H21N3O3.1.90 HCl: C, 58.29; H, 5.33; N, 9.71. Found: C, 58.31; H, 5.33; N, 9.85.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-6aedd1c4f70547769845737636b2f34d
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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