Trifluoroacetic acid → HCID 54677955, compound

HRID 346484Notes

Reaction equation

HRID 346484 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]([C:33](=[O:36])[NH:34][CH3:35])[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]([C:33](=[O:36])[NH:34][CH3:35])[CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21080177HCID 21080177, compound

Product 1

HCID 54677955HCID 54677955, compound

Procedure

Intermediate 12, N-(4-fluoro-2-(methylcarbamoyl)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: 11.76 (1 H, br), 8.84 (1 H, t, J=5.9 Hz), 7.46 (1 H, dd, J=8.4, 5.5 Hz), 7.04–7.18 (2 H, m), 6.22 (1 H, s), 4.57 (2 H, d, J=6.6 Hz), 3.93 (2 H, t, J=6.4 Hz), 3.00 (3 H, d, J=4.8 Hz), 1.88–2.00 (2 H, m), 1.67–1.74 (2 H, m), 1.33–1.39 (6 H, m); HRMS (ESI) calcd for C20H24FN4O4 (M+H) 403.1782, found 403.1783.

Sources & evidence

ORD record
ord-aa0d35b432074ef7b9568d1eb85c8ff1
Source dataset
uspto-grants-2007_02
Patent number
US07173022B2

Reaction notes

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