1-Propanol, 3-amino-2,2-dimethyl- → HCID 69480466, compound

HRID 2364254Notes

Reaction equation

HRID 2364254 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14]([OH:26])=[C:15]([C:21](OCC)=[O:22])[C:16](=[O:20])[NH:17]2)=[N:12][CH:11]=1.[NH2:27][CH2:28][C:29]([CH3:33])([CH3:32])[CH2:30][OH:31]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14]([OH:26])=[C:15]([C:21]([NH:27][CH2:28][C:29]([CH3:33])([CH3:32])[CH2:30][OH:31])=[O:22])[C:16](=[O:20])[NH:17]2)=[N:12][CH:11]=1

Participants

3

Reactant 2

HCID 1173261-Propanol, 3-amino-2,2-dimethyl-HCID 69480228HCID 69480228, compound

Product 1

HCID 69480466HCID 69480466, compound

Procedure

This compound was prepared from ethyl 7-[(2,4-difluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 3-amino-2,2-dimethylpropanol employing methods similar to those described in Example 9 and was obtained as a white solid: 1H NMR (d6-DMSO) tautomers are observed δ 11.80 (1H, br s ), 10.93 (1H, br s), 10.22 (1H, br s), 8.18 (0.29H, s), 8.13 (0.71H, s), 7.45-7.38 (1H, m), 7.30 (1H, s), 7.27-7.21 (1H, m), 7.09-7.05 (1H, m), 4.59 (1H, m), 4.02 (2H, s), 3.17-3.05 (4H, m), 0.81 (6H, s); HRMS calcd for C21H21F2N3O4+H+: 418.1578. Found 418.1569.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-cf22d8a593be4dbe817e968a3f5257a1
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

Loading…