2-(Propan-2-yloxy)ethan-1-amine → HCID 69482818, compound

HRID 2364345Notes

Reaction equation

HRID 2364345 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.[NH2:26][CH2:27][CH2:28][O:29][CH:30]([CH3:32])[CH3:31]>>[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:26][CH2:27][CH2:28][O:29][CH:30]([CH3:32])[CH3:31])=[O:21])[C:15](=[O:19])[NH:16]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 5338662-(Propan-2-yloxy)ethan-1-amineHCID 54729997Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 69482818HCID 69482818, 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 2-aminoethylisopropylether employing methods similar to those described in Example 2 and was obtained as a white solid: 1H NMR (d6-DMSO) δ 11.72 (1H, br s), 10.88 (1H, br s), 10.06 (1H, br s), 8.18 (1H, s), 7.30-7.25 (3H, m), 7.16-7.11 (2H, m), 3.98 (2H, br s), 3.57-3.54 (1H, m), 3.50-3.38 (4H, m), 1.08 (6H, d, J=5.7 Hz); HRMS calcd for C21H22FN3O4+H+: 400.1667. Found 400.1673.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-0a10481b140d4dc89d3b943bd656443d
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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