5-Bromo-4-(cyclopropylmethoxy)-1-methyl-1H-indazole → 4-(4-(cyclopropylmethoxy)-1-methyl-1H-indazol-5-yl)-6-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridin-7(6H)-one

HRID 1056986Notes

Reaction equation

HRID 1056986 reaction equation
Br[C:2]1[C:3]([O:12][CH2:13][CH:14]2[CH2:16][CH2:15]2)=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[N:6]=[CH:5]2.[CH3:17][N:18]1[CH:23]=[C:22](B2OC(C)(C)C(C)(C)O2)[C:21]2[CH:33]=[N:34][N:35]([CH2:36][O:37][CH2:38][CH2:39][Si:40]([CH3:43])([CH3:42])[CH3:41])[C:20]=2[C:19]1=[O:44]>>[CH:14]1([CH2:13][O:12][C:3]2[C:2]([C:22]3[C:21]4[CH:33]=[N:34][N:35]([CH2:36][O:37][CH2:38][CH2:39][Si:40]([CH3:41])([CH3:43])[CH3:42])[C:20]=4[C:19](=[O:44])[N:18]([CH3:17])[CH:23]=3)=[CH:10][CH:9]=[C:8]3[C:4]=2[CH:5]=[N:6][N:7]3[CH3:11])[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 1180939425-Bromo-4-(cyclopropylmethoxy)-1-methyl-1H-indazoleHCID 1233662896-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,6-dihydro-7H-pyrazolo[3,4-c]pyridin-7-one

Product 1

HCID 1238389734-(4-(cyclopropylmethoxy)-1-methyl-1H-indazol-5-yl)-6-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridin-7(6H)-one

Procedure

This compound was synthesized according to the procedure of Example 10, Step 5, using 5-bromo-4-(cyclopropylmethoxy)-1-methyl-1H-indazole and 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,6-dihydro-7H-pyrazolo[3,4-c]pyridin-7-one as the starting materials. LCMS calculated for C25H34N5O3Si (M+H)+: m/z=480.2. found: 480.1.

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-349255b89313438fbc34461dcbdc3302
Source dataset
uspto-grants-2016_07
Patent number
US09399640B2

Reaction notes

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