Ethanamine, 2,2,2-trifluoro- → HCID 58882901, compound

HRID 2364204Notes

Reaction equation

HRID 2364204 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:34])=[C:14]([C:29]([O:31]CC)=O)[C:15](=[O:28])[N:16]3[CH2:19][C:20]([N:22]([CH3:27])[CH2:23][CH2:24][O:25][CH3:26])=[O:21])=[N:11][CH:10]=2)=[CH:4][CH:3]=1.[F:35][C:36]([F:40])([F:39])[CH2:37][NH2:38]>>[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:34])=[C:14]([C:29]([NH:38][CH2:37][C:36]([F:40])([F:39])[F:35])=[O:31])[C:15](=[O:28])[N:16]3[CH2:19][C:20]([N:22]([CH3:27])[CH2:23][CH2:24][O:25][CH3:26])=[O:21])=[N:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 58882985HCID 58882985, compound

Product 1

HCID 58882901HCID 58882901, compound

Procedure

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-(2-{methyl[2-(methyloxy)ethyl]amino}-2-oxoethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2,2,2-trifluoroethylamine employing methods similar to those described in Example 9 and was recrystallized from a mixture of DMSO and EtOH. The product was obtained as a white solid: 1H NMR (d6-DMSO) mixture of rotamers δ 10.53 (1H, m), 8.55 (1H, s), 7.77 and 7.59 (1H, s), 7.29 (2H, m), 7.12 (2H, br t, J=8 Hz), 5.20 and 5.16 (2H, s), 4.27 (2H, br), 4.12 (2H, s), 3.63 and 3.57 (2H, br m), 3.40-3.20 (2H, m), 3.33 and 3.22 (3H, s), 3.16 and 2.81 (3H, s); AP+ MS: 525 (M+H+, 100).

Workup

  1. customwas recrystallized from a mixture of DMSO and EtOH
  2. customThe product was obtained as a white solid

Sources & evidence

ORD record
ord-fca5bc3b0e8b4352ba828c5cbf760a18
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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