6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one → 4-[2-Methoxy-4-(methylamino)-3-nitrophenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

HRID 1056959Notes

Reaction equation

HRID 1056959 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([NH:6][CH3:7])=[C:4]([N+:10]([O-:12])=[O:11])[C:3]=1[O:13][CH3:14].[CH3:15][N:16]1[CH:21]=[C:20](B2OC(C)(C)C(C)(C)O2)[C:19]2[CH:31]=[CH:32][N:33]([S:34]([C:37]3[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=3)(=[O:36])=[O:35])[C:18]=2[C:17]1=[O:44]>>[CH3:14][O:13][C:3]1[C:4]([N+:10]([O-:12])=[O:11])=[C:5]([NH:6][CH3:7])[CH:8]=[CH:9][C:2]=1[C:20]1[C:19]2[CH:31]=[CH:32][N:33]([S:34]([C:37]3[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=3)(=[O:36])=[O:35])[C:18]=2[C:17](=[O:44])[N:16]([CH3:15])[CH:21]=1

Participants

3

Reactant 2

HCID 867210626-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-oneHCID 1180938844-Bromo-3-methoxy-N-methyl-2-nitroaniline

Product 1

HCID 1180938164-[2-Methoxy-4-(methylamino)-3-nitrophenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

Procedure

This compound was synthesized according to the procedure of Example 10, Step 5, using 4-bromo-3-methoxy-N-methyl-2-nitroaniline and 6-methyl-1-[(4-methylphenyl)sulfonyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one as the starting materials. LCMS calculated for C23H23N4O6S (M+H)+: m/z=483.1. found: 483.1.

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-dc3e0b57a349462c9bbd4e48ae4133ab
Source dataset
uspto-grants-2016_07
Patent number
US09399640B2

Reaction notes

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