Trifluoroacetic acid → HCID 54702863, compound

HRID 346485Notes

Reaction equation

HRID 346485 reaction equation
[F:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]=[C:12]3[C:28]([CH3:30])([CH3:29])[CH2:27][CH2:26][CH2:25][N:13]3[C:14](=[O:24])[C:15]=2[O:16]CC2C=CC=CC=2)=[O:9])=[C:4]([N:33]2[CH:37]=[N:36][CH:35]=[N:34]2)[CH:3]=1.FC(F)(F)C(O)=O>>[F:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]=[C:12]3[C:28]([CH3:30])([CH3:29])[CH2:27][CH2:26][CH2:25][N:13]3[C:14](=[O:24])[C:15]=2[OH:16])=[O:9])=[C:4]([N:33]2[CH:37]=[N:36][CH:35]=[N:34]2)[CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21080175HCID 21080175, compound

Product 1

HCID 54702863HCID 54702863, compound

Procedure

Intermediate 13, N-(4-fluoro-2-(1H-1,2,4-triazol-1-yl)benzyl)-3-(benzyloxy)-9,9-dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-2-carboxamide was treated with trifluoroacetic acid, according to Method D to provide the title compound. 1H NMR (300 MHz, CDCl3) δ ppm: 11.66 (1H, br), 8.88 (1H, t, J=6.2 Hz), 8.44 (1H, s), 8.18 (1H, s), 7.67 (1H, dd, J=8.4, 5.9 Hz), 7.18 (1H, dt, J=8.2, 2.6 Hz), 7.09 (1H, dd, J=8.4, 2.6 Hz), 4.43 (2H, d, J=7.0 Hz), 3.95 (2H, t, J=6.4 Hz), 1.88–2.00 (2H, m), 1.69–1.76 (2H, m), 1.37 (6H, s); HRMS (ESI) calcd for C20H22FN6O3 (M+H) 413.1737, found 413.1719.

Sources & evidence

ORD record
ord-07774ca1357c4cfcab7962f002d0c723
Source dataset
uspto-grants-2007_02
Patent number
US07173022B2

Reaction notes

Loading…