2-Methoxyethylamine → HCID 54693260, compound

HRID 2364185Notes

Reaction equation

HRID 2364185 reaction equation
[F:1][C:2]1[CH:36]=[CH:35][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:34])=[C:12]([C:29](OCC)=[O:30])[C:13](=[O:28])[N:14]3[CH2:17][C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:20][CH:19]=3)=[N:9][CH:8]=2)=[CH:4][CH:3]=1.[CH3:37][O:38][CH2:39][CH2:40][NH2:41]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:34])=[C:12]([C:29]([NH:41][CH2:40][CH2:39][O:38][CH3:37])=[O:30])[C:13](=[O:28])[N:14]3[CH2:17][C:18]3[CH:19]=[CH:20][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:22][CH:23]=3)=[N:9][CH:8]=2)=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 58882966HCID 58882966, compound

Product 1

HCID 54693260HCID 54693260, compound

Procedure

This compound was prepared from ethyl 7-(4-fluorobenzyl)-4-hydroxy-1-[4-(methylsulfonyl)benzyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-methoxyethylamine employing methods similar to those described in Example 5 and was obtained as a white solid; 1H NMR (CDCl3) δ 10.22 (1H, br t, J=5 Hz), 8.58 (1H, d, J=1.2 Hz), 7.85 (2H, d, J=8.3 Hz), 7.21 (2H, d, J=8.3 Hz), 7.01-6.98 (5H, m), 5.44 (2H, br), 4.02 (2H, s), 3.68 (2H, q, J=5.2 Hz), 3.60 (2H, t, J=5.2 Hz); 3.41 (3H, s), 3.03 (3H, s); ES+ MS: 540 (M+H+, 100).

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-5c2948e6f2354d07ab2a7f6159b4ca51
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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