Ethanolamine → HCID 86762320, compound

HRID 2364266Notes

Reaction equation

HRID 2364266 reaction equation
[O:1]=[S:2]1(=[O:35])[CH2:7][CH2:6][CH2:5][CH2:4][N:3]1[CH2:8][CH2:9][N:10]1[C:19]2[C:14](=[N:15][CH:16]=[C:17]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[CH:18]=2)[C:13]([OH:28])=[C:12]([C:29](OCC)=[O:30])[C:11]1=[O:34].[CH2:36]([CH2:38][NH2:39])[OH:37]>>[O:35]=[S:2]1(=[O:1])[CH2:7][CH2:6][CH2:5][CH2:4][N:3]1[CH2:8][CH2:9][N:10]1[C:19]2[C:14](=[N:15][CH:16]=[C:17]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[CH:18]=2)[C:13]([OH:28])=[C:12]([C:29]([NH:39][CH2:38][CH2:36][OH:37])=[O:30])[C:11]1=[O:34]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 69482636HCID 69482636, compound

Product 1

HCID 86762320HCID 86762320, compound

Procedure

This compound was prepared from ethyl 1-[2-(1,1-dioxidotetrahydro-2H-1,2-thiazin-2-yl)ethyl]-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 (300 MHz, CDCl3) δ 10.40 (s, 1 H), 8.58 (s, 1 H), 7.88 (s, 1 H), 7.24 (m, 2 H), 7.01 (t, J=8.5 Hz, 2 H), 4.40 (m, 2 H), 4.13 (s, 2 H), 3.87 (m, 2 H), 3.66 (m, 2 H), 3.43-3.36 (m, 4 H), 2.97 (m, 2 H), 2.19 (m, 2 H), 1.60 (m, 2 H); MS m/z 519 (M+H)+.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-271d71ea753e47c8a595b01270ed4731
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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