2-Butanamine, 1-methoxy- → HCID 69482176, compound

HRID 2364478Notes

Reaction equation

HRID 2364478 reaction equation
[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:31])=[C:12]([C:26](OCC)=[O:27])[C:13](=[O:25])[N:14]3[CH2:17][CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][C:20]3=[O:24])=[N:9][CH:8]=2)=[CH:4][CH:3]=1.[CH3:34][O:35][CH2:36][CH:37]([NH2:40])[CH2:38][CH3:39]>>[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:31])=[C:12]([C:26]([NH:40][CH:37]([CH2:36][O:35][CH3:34])[CH2:38][CH3:39])=[O:27])[C:13](=[O:25])[N:14]3[CH2:17][CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][C:20]3=[O:24])=[N:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 938372-Butanamine, 1-methoxy-HCID 58882907Ethyl 7-(4-fluorobenzyl)-4-hydroxy-2-oxo-1-[2-oxopyrrolidin-1-yl ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Product 1

HCID 69482176HCID 69482176, compound

Procedure

This compound was prepared from ethyl 7-(4-fluorobenzyl)-4-hydroxy-2-oxo-1-[2-(2-oxopyrrolidin-1-yl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 1-(methyloxy)-2-butanamine using conditions similar to those employed in Example 563 to provide a white solid: 1H NMR (d6-DMSO) δ 10.32 (1H, d, J=9 Hz), 8.53 (1H, s), 8.11 (1H, s), 7.38 (2H, dd, J=6, 9 Hz), 7.11 (2H, t, J=9 Hz), 4.37 (2H, b), 4.14 (2H, s), 4.05 (1H, b), 3.32-3.47 (6H, m), 3.26 (3H, s), 1.95 (2H, t, J=8 Hz), 1.69-1.80 (2H, m), 1.56-1.66 (1H, m), 1.42-1.56 (1H, m), 0.86 (3H, t, J=8 Hz); ES+ MS: 511 (M+H+).

Workup

  1. customto provide a white solid

Sources & evidence

ORD record
ord-a3fcabd1b5f143a2a250e1bc95bc33a2
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

Loading…