Trifluoroacetic acid → 6-[6-(2,6-Difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-3,4-dihydroisoquinolin-1(2H)-one

HRID 1778668Notes

Reaction equation

HRID 1778668 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.CC1(C)C(C)(C)OB([C:38]2[CH:39]=[C:40]3[C:45](=[CH:46][CH:47]=2)[C:44](=[O:48])[NH:43][CH2:42][CH2:41]3)O1>>[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:38]3[CH:39]=[C:40]4[C:45](=[CH:46][CH:47]=3)[C:44](=[O:48])[NH:43][CH2:42][CH2:41]4)[C:23]2=[CH:22][N:21]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 219556776-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinolin-1-oneHCID 178493522HCID 178493522, compound

Product 1

HCID 1784935016-[6-(2,6-Difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-3,4-dihydroisoquinolin-1(2H)-one

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 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one. LCMS (M+H)+=438.0.

Sources & evidence

ORD record
ord-f36bb2de968e415d92bf6c9dc5ceae0f
Source dataset
uspto-grants-2016_02
Patent number
US09266892B2

Reaction notes

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