2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 2-cyclopropyl-5-[6-(3,5-dimethoxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]isoindolin-1-one

HRID 1778793Notes

Reaction equation

HRID 1778793 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][O:25]3)[N:9]=[C:10]([C:11]3[CH:12]=[C:13]4[C:17](=[CH:18][CH:19]=3)[C:16](=[O:20])[N:15]([CH:21]3[CH2:23][CH2:22]3)[CH2:14]4)[C:5]2=[CH:4][CH:3]=1.[CH3:30][O:31][C:32]1[CH:33]=[C:34](B2OC(C)(C)C(C)(C)O2)[CH:35]=[C:36]([O:38][CH3:39])[CH:37]=1>>[CH:21]1([N:15]2[CH2:14][C:13]3[C:17](=[CH:18][CH:19]=[C:11]([C:10]4[C:5]5[C:6](=[N:7][C:2]([C:34]6[CH:33]=[C:32]([O:31][CH3:30])[CH:37]=[C:36]([O:38][CH3:39])[CH:35]=6)=[CH:3][CH:4]=5)[N:8]([CH:24]5[CH2:29][CH2:28][CH2:27][CH2:26][O:25]5)[N:9]=4)[CH:12]=3)[C:16]2=[O:20])[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 162176602-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 867228725-[6-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-2-cyclopropylisoindolin-1-one

Product 1

HCID 867228732-cyclopropyl-5-[6-(3,5-dimethoxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]isoindolin-1-one

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 72, Step 4 starting from 5-[6-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-2-cyclopropylisoindolin-1-one and 2-(3,5-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. LCMS (M+H)+=511.2.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-e699676f549d4fdaa03606b43d2e04cc
Source dataset
uspto-grants-2016_02
Patent number
US09266892B2

Reaction notes

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