Trifluoroacetic acid → HCID 58405914, compound

HRID 44861Notes

Reaction equation

HRID 44861 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]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[C:11]=2[N:10]=1.[C:28](O)([C:30](F)(F)F)=[O:29]>C(O)(=O)C>[CH:23]1([N:12]2[C:11]3[N:10]=[C:9]([C:8]4[CH:7]=[CH:6][N:5]=[CH:4][C:3]=4[CH2:2][NH:1][C:28](=[O:29])[CH3:30])[N:18]=[CH:17][C:16]=3[N:15]([CH3:19])[C:14](=[O:20])[C@H:13]2[CH2:21][CH3:22])[CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58405312HCID 58405312, compound

Product 1

HCID 58405914HCID 58405914, 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)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 105) 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): 409.2 m/z (M+H)+; 1H-NMR (CDCl3, 500 MHz): δ: 8.98 (bs, 1H), 8.82 (d, 1H, J=5.0 Hz), 8.39 (d, 1H, J=5.0 Hz), 8.05 (s, 1H), 7.31 (bs, 1H), 4.84 (s, 2H), 4.46 (m, 1H), 4.37 (m, 1H), 3.44 (s, 3H), 2.03 (m, 1H), 1.95 (s, 3H), 1.94˜1.68 (m, 9H), 0.91 (t, 3H, J=7.5 Hz).

Sources & evidence

ORD record
ord-dc1938178e8c43a7a5573260c536c6eb
Source dataset
uspto-grants-2013_09
Patent number
US08541418B2

Reaction notes

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