2-Methoxyethylamine → HCID 58882912, compound

HRID 2364205Notes

Reaction equation

HRID 2364205 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:33])=[C:14]([C:28](OCC)=[O:29])[C:15](=[O:27])[N:16]3[CH2:19][C:20](=[O:26])[N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:34][O:35][CH2:36][CH2:37][NH2:38]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13]([OH:33])=[C:14]([C:28]([NH:38][CH2:37][CH2:36][O:35][CH3:34])=[O:29])[C:15](=[O:27])[N:16]3[CH2:19][C:20](=[O:26])[N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[N:11][CH:10]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 58882934HCID 58882934, compound

Product 1

HCID 58882912HCID 58882912, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-methoxyethylamine employing methods similar to those described in Example 110 and was obtained as a white solid: 1H NMR (CDCl3) δ 10.18 (1H, br t, J=5 Hz), 8.54 (1H, d, J=1 Hz), 7.15 (2H, dd, J=9, 5 Hz), 7.07 (1H, s), 7.02 (2H, t, J=9 Hz), 4.88 (2H, s), 4.11 (2H, s), 3.64 (2H, m), 3.57 (2H, m), 3.51 (2H, m), 3.45 (2H, m), 3.39 (3H, s), 2.03 (2H, m), 1.90 (2H, m); HRMS calcd for C25H27FN4O5+H+: 483.2044. Found: 483.2055.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-13e763da4e844d229d432705272d0598
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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