Ethanolamine → HCID 69480886, compound

HRID 2364312Notes

Reaction equation

HRID 2364312 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:36])=[C:14]([C:31](OCC)=[O:32])[C:15](=[O:30])[N:16]3[CH2:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[CH2:37]([CH2:39][NH2:40])[OH:38]>>[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:36])=[C:14]([C:31]([NH:40][CH2:39][CH2:37][OH:38])=[O:32])[C:15](=[O:30])[N:16]3[CH2:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=3)=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 58882966HCID 58882966, compound

Product 1

HCID 69480886HCID 69480886, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-{[4-(methylsulfonyl)phenyl]methyl}-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, CD3OD) δ 8.53 (s, 1 H), 7.81 (d, J=8.2 Hz, 2 H), 7.19 (d, J=8.1 Hz, 2 H), 7.05 (s, 1 H), 6.98-6.95 (m, 4 H), 5.41 (br, 2 H), 4.00 (s, 2 H), 3.78 (t, J=5.2 Hz, 2 H), 3.60 (m, 2 H), 3.01 (s, 3 H); HRMS C26H24FN3O6S (M+H)+ calcd 526.1370, found 526.1434.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-af8f374c54854467972496d69e83afb7
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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