Trifluoroacetic acid → HCID 178493520, compound

HRID 1778789Notes

Reaction equation

HRID 1778789 reaction equation
C(O)(C(F)(F)F)=O.[F:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([O:17][CH3:18])=[C:11]([F:19])[C:10]=1[C:20]1[N:25]=[C:24]2[NH:26][N:27]=[C:28](I)[C:23]2=[CH:22][N:21]=1.[CH3:30][N:31]1[CH:35]=[C:34](B2OC(C)(C)C(C)(C)O2)[CH:33]=[N:32]1>>[F:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([O:17][CH3:18])=[C:11]([F:19])[C:10]=1[C:20]1[N:25]=[C:24]2[NH:26][N:27]=[C:28]([C:34]3[CH:33]=[N:32][N:31]([CH3:30])[CH:35]=3)[C:23]2=[CH:22][N:21]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 178493522HCID 178493522, compound

Product 1

HCID 178493520HCID 178493520, compound

Procedure

This compound was prepared as a TFA salt by using procedures analogous to those described for the synthesis of Example 7, Step 3 starting from 6-(2,6-difluoro-3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidine and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. LCMS (M+H)+=373.0. 1H NMR (300 MHz, DMSO-d6) δ: 14.11 (s, 1H), 9.74 (s, 1H), 8.56 (s, 1H), 8.17 (s, 1H), 7.17 (t, J=8.1 Hz, 1H), 3.95 (s, 3H), 3.93 (s, 3H).

Sources & evidence

ORD record
ord-c3fb858e28444f8a8edafb60ec4c8fb2
Source dataset
uspto-grants-2016_02
Patent number
US09266892B2

Reaction notes

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