Trifluoroacetic acid → HCID 57671478, compound

HRID 553528Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][C:11]=1[C:12]([F:15])([F:14])[F:13])[N:8]([CH3:16])[C:7](=[O:17])[C:6]([C:18]([NH:20][CH2:21][C:22]([O:24]C(C)(C)C)=[O:23])=[O:19])=[C:5]2[OH:29].C(O)(C(F)(F)F)=O>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][C:11]=1[C:12]([F:15])([F:14])[F:13])[N:8]([CH3:16])[C:7](=[O:17])[C:6]([C:18]([NH:20][CH2:21][C:22]([OH:24])=[O:23])=[O:19])=[C:5]2[OH:29]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 57671692HCID 57671692, compound

Product 1

HCID 57671478HCID 57671478, compound

Procedure

The title compound was prepared similarly to the procedure described for Example 1 (g) by treatment of tert-butyl 2-(6-bromo-4-hydroxy-1-methyl-2-oxo-7-(trifluoromethyl)-1,2-dihydro-1,8-naphthyridine-3-carboxamido)acetate (Example 90 (d)) with TFA. MS (ESI, pos. ion) m/z: 425 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm: 13.02 (br. s, 1 H), 10.34 (s, 1 H), 8.81 (s, 1 H), 4.16 (d, J=5.7 Hz, 2 H), 3.65 (s, 3 H).

Sources & evidence

ORD record: ord-b109a32973db48f990a828d91fe027a4
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048892B2

Reaction notes

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