Ethanolamine → HCID 69482160, compound

HRID 2364444Notes

Reaction equation

HRID 2364444 reaction equation
C(O[C:4]([C:6]1[C:7](=[O:35])[N:8]([CH2:25][CH2:26][CH2:27][N:28]2[C:32](=[O:33])[CH2:31][CH2:30][C:29]2=[O:34])[C:9]2[C:14]([C:15]=1[OH:16])=[N:13][CH:12]=[C:11]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=1)[CH:10]=2)=[O:5])C.[CH2:36]([CH2:38][NH2:39])[OH:37]>>[O:34]=[C:29]1[CH2:30][CH2:31][C:32](=[O:33])[N:28]1[CH2:27][CH2:26][CH2:25][N:8]1[C:9]2[C:14](=[N:13][CH:12]=[C:11]([CH2:17][C:18]3[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=3)[CH:10]=2)[C:15]([OH:16])=[C:6]([C:4]([NH:39][CH2:38][CH2:36][OH:37])=[O:5])[C:7]1=[O:35]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 69481076HCID 69481076, compound

Product 1

HCID 69482160HCID 69482160, compound

Procedure

This compound was prepared from ethyl1-[3-(2,5-dioxo-1-pyrrolidinyl)propyl]-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and ethanolamine employing methods similar to those described in Example 202 and was obtained as a white solid. 1H NMR (400 MHz, CDCl3) δ 10.36 (t, J=5.3 Hz, 1 H), 8.55 (d, J=1.2 Hz, 1 H), 7.34 (s, 1 H), 7.19 (dd, J=8.5, 5.4 Hz, 2 H), 7.04 (t, J=8.5 Hz, 2 H), 4.17-4.13 (m, 4 H), 3.85 (t, J=5.0 Hz, 2 H), 3.63 (m, 2 H), 3.56 (t, J=7.1 Hz, 2 H), 2.72 (s, 4 H), 1.92 (m, 2 H); HRMS C25H25FN4O6 (M+H)+ calcd 497.1758, found 497.1832.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-ae1e7d81b63b440c8a65bee11779f2e3
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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