Trifluoroacetic acid → HCID 57671610, compound

HRID 553529Notes

Reaction equation

[C:1]1([C:7]2[CH:8]=[C:9]3[C:14](=[N:15][C:16]=2[C:17]([F:20])([F:19])[F:18])[N:13]([CH3:21])[C:12](=[O:22])[C:11]([C:23]([NH:25][CH2:26][C:27]([O:29]C(C)(C)C)=[O:28])=[O:24])=[C:10]3[OH:34])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.C(O)(C(F)(F)F)=O>>[C:1]1([C:7]2[CH:8]=[C:9]3[C:14](=[N:15][C:16]=2[C:17]([F:18])([F:19])[F:20])[N:13]([CH3:21])[C:12](=[O:22])[C:11]([C:23]([NH:25][CH2:26][C:27]([OH:29])=[O:28])=[O:24])=[C:10]3[OH:34])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 57671546HCID 57671546, compound

Product 1

HCID 57671610HCID 57671610, compound

Procedure

The title compound was prepared similarly to the procedure described for Example 1 (g) by treatment of tert-butyl 2-(6-cyclohexenyl-4-hydroxy-1-methyl-2-oxo-7-(trifluoromethyl)-1,2-dihydro-1,8-naphthyridine-3-carboxamido)acetate (Example 95 (a)) with TFA. MS (ESI, pos. ion) m/z: 426 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm: 13.02 (s, 1 H), 10.39 (t, J=5.6 Hz, 1 H), 8.35 (s, 1 H), 5.52-5.79 (m, 1 H), 4.15 (d, J=5.6 Hz, 2 H), 3.66 (s, 3 H), 2.04-2.37 (m, 4 H), 1.57-1.89 (m, 4 H).

Sources & evidence

ORD record: ord-28737acd6d34476eac5c2a3020b3c23d
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048892B2

Reaction notes

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