Methyl {[4-bromo-3-(2,4-difluorophenoxy)-2-nitrophenyl]amino}acetate → Methyl {[3-(2,4-difluorophenoxy)-4-(6-methyl-7-oxo-1-{[2-(trimethylsilyl)ethoxy]methyl}-6,7-dihydro-1H-pyrazolo[3,4-c]pyridin-4-yl)-2-nitrophenyl]amino}acetate

HRID 1056977Notes

Reaction equation

HRID 1056977 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[C:4]([N+:14]([O-:16])=[O:15])[C:3]=1[O:17][C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=1[F:25].[CH3:26][N:27]1[CH:32]=[C:31](B2OC(C)(C)C(C)(C)O2)[C:30]2[CH:42]=[N:43][N:44]([CH2:45][O:46][CH2:47][CH2:48][Si:49]([CH3:52])([CH3:51])[CH3:50])[C:29]=2[C:28]1=[O:53]>>[F:25][C:19]1[CH:20]=[C:21]([F:24])[CH:22]=[CH:23][C:18]=1[O:17][C:3]1[C:4]([N+:14]([O-:16])=[O:15])=[C:5]([NH:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:6]=[CH:7][C:2]=1[C:31]1[C:30]2[CH:42]=[N:43][N:44]([CH2:45][O:46][CH2:47][CH2:48][Si:49]([CH3:50])([CH3:52])[CH3:51])[C:29]=2[C:28](=[O:53])[N:27]([CH3:26])[CH:32]=1

Participants

3

Reactant 2

HCID 118104364Methyl {[4-bromo-3-(2,4-difluorophenoxy)-2-nitrophenyl]amino}acetateHCID 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 131736451Methyl {[3-(2,4-difluorophenoxy)-4-(6-methyl-7-oxo-1-{[2-(trimethylsilyl)ethoxy]methyl}-6,7-dihydro-1H-pyrazolo[3,4-c]pyridin-4-yl)-2-nitrophenyl]amino}acetate

Procedure

This compound was synthesized according to the procedure of Example 10, Step 5, using methyl {[4-bromo-3-(2,4-difluorophenoxy)-2-nitrophenyl]amino}acetate 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 C28H32F2N5O7Si (M+H)+: m/z=616.2. found: 616.2.

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-1e324410f94541eb9880e07be3d67a1e
Source dataset
uspto-grants-2016_07
Patent number
US09399640B2

Reaction notes

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