1-Amino-2-propanol → HCID 69481524, compound

HRID 2364228Notes

Reaction equation

HRID 2364228 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.[CH3:26][CH:27]([OH:30])[CH2:28][NH2:29]>>[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]([NH:29][CH2:28][CH:27]([OH:30])[CH3:26])=[O:21])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 41-Amino-2-propanolHCID 54729997Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 69481524HCID 69481524, 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 DL-1-amino-2-propanol employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) tautomers are observed δ 11.81 (1H, t, J=5.6 Hz), 10.81 (1H, br s), 10.10 (1H, br s), 8.18 (0.48H, s), 8.14 (052.H, s), 7.36-7.23 (3H, m), 7.14-7.08 (2H, m), 4.74 (1H, t, J=4 Hz), 3.98 (2H, s), 3.75-3.65 (1H, m), 3.29-3.15 (2H, m), 1.07-1.04 (3H, m); HRMS calcd for C19H18FN3O4+H+: 372.1360. Found 372.1364.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-71d8380ce2f84689b6d98237bf0f66ce
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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