Trifluoroacetic acid → HCID 58405312, compound

HRID 44854Notes

Reaction equation

[CH:1]1([N:6]2[C:15]3[N:14]=[C:13]([C:16]4[CH:21]=[CH:20][N:19]=[CH:18][C:17]=4[CH2:22][NH:23]C(=O)OC(C)(C)C)[N:12]=[CH:11][C:10]=3[N:9]([CH3:31])[C:8](=[O:32])[C@H:7]2[CH2:33][CH3:34])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(O)(C(F)(F)F)=O>>[NH2:23][CH2:22][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][C:16]=1[C:13]1[N:12]=[CH:11][C:10]2[N:9]([CH3:31])[C:8](=[O:32])[C@@H:7]([CH2:33][CH3:34])[N:6]([CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[C:15]=2[N:14]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 69914747(R)-tert-butyl (4-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridin-3-yl)methylcarbamate

Product 1

HCID 58405312HCID 58405312, compound

Procedure

The title compound was prepared similarly to the methods described in Example 91, with (R)-tert-butyl (4-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridin-3-yl)methylcarbamate (Example 106) instead of (R)-tert-butyl 4-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridin-3-ylcarbamate (Example 92). LCMS (0.05% TFA): 367.3 m/z (M+H)+; 1H-NMR (CDCl3, 500 MHz): δ: 9.35 (bs, 2H), 8.73 (bs, 2H), 8.02 (s, 1H), 7.99 (s, 1H), 4.41 (m, 1H), 4.35 (m, 1H), 4.30 (s, 2H), 3.40 (s, 3H), 2.14-1.68 (m, 10H), 1.44 (s, 9H), 0.90 (t, 3H, J=7.5 Hz).

Sources & evidence

ORD record: ord-15d165650ce3455f8365b070f1e7e975
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541418B2

Reaction notes

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