Cyclobutylamine → HCID 54722074, compound

HRID 2364149Notes

Reaction equation

HRID 2364149 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([NH2:29])[CH2:28][CH2:27][CH2:26]1>C(Cl)Cl>[CH:25]1([NH:29][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])[CH2:28][CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 75645CyclobutylamineHCID 54729996HCID 54729996, compound

Product 1

HCID 54722074HCID 54722074, 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 cyclobutylamine employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 12.00 (1H, br), 8.23 (1H, br), 7.38-7.25 (6H, m), 4.41 (1H, m, J=7.7 Hz), 4.04 (2H, br s), 2.27 (2H, br m), 1.93 (2H, br m), 1.71 (2H, br m); Anal. Calcd for C20H19N3O3.0.45 CH2Cl2: C, 63.37; H, 5.18; N, 10.84. Found: C, 63.62; H, 5.29; N, 10.97.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-ccaeeb60ac9a48f2a160a7b7a073093e
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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