2-Methoxyethylamine → HCID 69482704, compound

HRID 2364411Notes

Reaction equation

HRID 2364411 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][C:4](=[O:7])[N:3]1[CH2:8][CH2:9][CH2:10][N:11]1[C:20]2[C:15](=[N:16][CH:17]=[C:18]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[CH:19]=2)[C:14]([OH:29])=[C:13]([C:30](OCC)=[O:31])[C:12]1=[O:35].[CH3:36][O:37][CH2:38][CH2:39][NH2:40]>>[O:1]=[C:2]1[CH2:6][CH2:5][C:4](=[O:7])[N:3]1[CH2:8][CH2:9][CH2:10][N:11]1[C:20]2[C:15](=[N:16][CH:17]=[C:18]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=3)[CH:19]=2)[C:14]([OH:29])=[C:13]([C:30]([NH:40][CH2:39][CH2:38][O:37][CH3:36])=[O:31])[C:12]1=[O:35]

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 69481076HCID 69481076, compound

Product 1

HCID 69482704HCID 69482704, compound

Procedure

This compound was prepared from ethyl 1-[3-(2,5-dioxo-1-pyrrolidinyl)propyl]-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-methoxyethylamine employing methods similar to those described in Example 202 and was obtained as a white solid. 1H NMR (400 MHz, CDCl3) δ 10.27 (s, 1 H), 8.56 (s, 1 H), 7.34 (s, 1 H), 7.19 (dd, J=8.4, 5.4 Hz, 2 H), 7.04 (t, J=8.6 Hz, 2 H), 4.18-4.12 (m, 4 H), 3.64 (m, 2 H), 3.61-3.57 (m, 4 H), 3.42 (s, 3 H), 2.73 (s, 4 H), 1.91 (m, 2 H); HRMS C26H27FN4O6 (M+H)+ calcd 511.1915, found 511.1988.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-473c3451ec32439289662a14b4fe902e
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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