Trifluoroacetic acid → HCID 57671566, compound

HRID 553526Notes

Reaction equation

HRID 553526 reaction equation
[CH:1]1([C:4]#[C:5][C:6]2[CH:7]=[C:8]3[C:13](=[N:14][CH:15]=2)[N:12]([CH3:16])[C:11](=[O:17])[C:10]([C:18]([NH:20][CH2:21][C:22]([O:24]C(C)(C)C)=[O:23])=[O:19])=[C:9]3[OH:29])[CH2:3][CH2:2]1.C(O)(C(F)(F)F)=O>>[CH:1]1([C:4]#[C:5][C:6]2[CH:7]=[C:8]3[C:13](=[N:14][CH:15]=2)[N:12]([CH3:16])[C:11](=[O:17])[C:10]([C:18]([NH:20][CH2:21][C:22]([OH:24])=[O:23])=[O:19])=[C:9]3[OH:29])[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57671644HCID 57671644, compound

Product 1

HCID 57671566HCID 57671566, compound

Procedure

The title compound was prepared similarly to the procedure described for Example 1 (g) by treatment of tert-butyl 2-(6-(2-cyclopropylethynyl)-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamido)acetate (Example 81 (a)) with TFA. MS (ESI, pos. ion) m/z: 342 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm: 10.40 (t, J=5.6 Hz, 1 H), 8.80 (d, J=2.2 Hz, 1 H), 8.31 (d, J=2.2 Hz, 1 H), 4.14 (d, J=5.6 Hz, 2 H), 3.67 (s, 3 H), 1.53-1.67 (m, 1 H), 0.86-0.99 (m, 2 H), 0.74-0.87 (m, 2 H).

Sources & evidence

ORD record
ord-a03dc904707140af83e41abe1f8e6c3e
Source dataset
uspto-grants-2011_11
Patent number
US08048892B2

Reaction notes

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