Trifluoroacetic acid → HCID 58405371, compound

HRID 44865Notes

Reaction equation

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

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 69914763(R)-tert-butyl (4-(7-ethyl-8-isopropyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridin-3-yl)methylcarbamate

Product 1

HCID 58405371HCID 58405371, compound

Procedure

The title compound was prepared similarly to the methods described in Example 91, with (R)-tert-butyl (4-(7-ethyl-8-isopropyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridin-3-yl)methylcarbamate (Example 107) 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): 341.2 m/z (M+H)+; 1H-NMR (MeOD, 500 MHz): δ: 8.66 (s, 1H), 8.60 (d, 1H, J=5.0 Hz), 8.18 (s, 1H), 8.07 (d, 1H, J=5.0 Hz), 4.71 (m, 1H), 4.46 (m, 1H), 4.11 (s, 2H), 3.43 (s, 3H), 1.99 (m, 1H), 1.81 (m, 1H), 1.49 (d, 3H, J=6.5 Hz), 1.46 (d, 3H, J=6.5 Hz), 0.89 (t, 3H, J=7.5 Hz).

Sources & evidence

ORD record: ord-771ae593416f41b0a349515a64775e40
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541418B2

Reaction notes

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