1-Propanol, 3-amino-2,2-dimethyl- → HCID 69482247, compound

HRID 2364272Notes

Reaction equation

HRID 2364272 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]2[CH:19]=[C:18]3[C:13]([C:14]([OH:26])=[C:15]([C:21](OCC)=[O:22])[C:16](=[O:20])[NH:17]3)=[N:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].[NH2:27][CH2:28][C:29]([CH3:33])([CH3:32])[CH2:30][OH:31]>>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]2[CH:19]=[C:18]3[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]3)=[N:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 1173261-Propanol, 3-amino-2,2-dimethyl-HCID 69482093HCID 69482093, compound

Product 1

HCID 69482247HCID 69482247, compound

Procedure

This compound was prepared from ethyl 7-[(3,4-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 an off-white solid: 1H NMR (d6-DMSO) δ 8.40 (1H, br s), 7.41-7.36 (3H, m), 7.12 (1H, br s), 4.70 (1H, br s), 4.07 (2H, s), 3.20-3.15 (4H, m), 0.83 (3H, s), 0.77 (3H, s); HRMS calcd for C21H21F2N3O4+H+: 418.1578. Found 418.1573.

Workup

  1. customwas obtained as an off-white solid

Sources & evidence

ORD record
ord-201050518c8749578b08148e3d2e8ead
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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