Trifluoroacetic acid → HCID 58405479, compound

HRID 44866Notes

Reaction equation

HRID 44866 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]1[N:18]=[CH:17][C:16]2[N:15]([CH3:19])[C:14](=[O:20])[C@@H:13]([CH2:21][CH3:22])[N:12]([CH:23]([CH3:25])[CH3:24])[C:11]=2[N:10]=1.[C:26](O)([C:28](F)(F)F)=[O:27]>C(O)(=O)C>[CH2:21]([C@H:13]1[N:12]([CH:23]([CH3:24])[CH3:25])[C:11]2[N:10]=[C:9]([C:8]3[CH:7]=[CH:6][N:5]=[CH:4][C:3]=3[CH2:2][NH:1][C:26](=[O:27])[CH3:28])[N:18]=[CH:17][C:16]=2[N:15]([CH3:19])[C:14]1=[O:20])[CH3:22]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58405371HCID 58405371, compound

Product 1

HCID 58405479HCID 58405479, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared similarly to the methods described in Example 102, with (R)-2-(3-(aminomethyl)pyridin-4-yl)-7-ethyl-8-isopropyl-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 126) instead of (R)-2-(3-aminopyridin-4-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 91), and with acetic acid instead of benzoic acid. LCMS (0.05% TFA): 383.2 m/z (M+H)+; 1H-NMR (MeOD, 500 MHz): δ: 8.51 (s, 1H), 8.46 (d, 1H, J=5.0 Hz), 8.04 (s, 1H), 7.84 (d, 1H, J=5.0 Hz), 4.70 (d, 2H, 10.5 Hz), 4.61 (m, 1H), 4.33 (m, 1H), 3.31 (s, 3H), 1.85 (s, 3H), 1.83 (m, 1H), 1.69 (m, 1H), 1.35 (d, 3H, J=6.5 Hz), 1.32 (d, 3H, J=6.5 Hz), 0.77 (t, 3H, J=7.5 Hz).

Sources & evidence

ORD record
ord-3205cbe5932349a8ad100e6c475a0b9e
Source dataset
uspto-grants-2013_09
Patent number
US08541418B2

Reaction notes

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