Trifluoroacetic acid → HCID 57671600, compound

HRID 553525Notes

Reaction equation

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

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 57671636HCID 57671636, compound

Product 1

HCID 57671600HCID 57671600, compound

Procedure

The title compound was prepared similarly to the procedure described for Example 1 (g) by treatment of tert-butyl 2-(6-ethynyl-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamido)acetate (Example 79 (b)) with TFA. MS (ESI, pos. ion) m/z: 302 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm: 10.39 (t, J=5.3 Hz, 1 H), 8.91 (d, J=2.2 Hz, 1 H), 8.44 (d, J=2.3 Hz, 1 H), 4.51 (s, 1 H), 4.15 (d, J=5.7 Hz, 2 H), 3.68 (s, 3 H).

Sources & evidence

ORD record: ord-6faf6ec0268b47df9a0407ca552a055a
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048892B2

Reaction notes

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