3,4-Dimethoxyphenylboronic acid → 3-(2H-1,3-Benzodioxol-5-yl)-2-methyl-1H-pyrrolo[2,3-b]pyridine

HRID 1820909Notes

Reaction equation

HRID 1820909 reaction equation
C[O:2][C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Br[C:15]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[NH:17][C:16]=1[CH3:24].CC1(C)C(C)(C)OB(C2C=CC3OCOC=3C=2)O1>>[O:9]1[C:8]2[CH:7]=[CH:6][C:5]([C:15]3[C:23]4[C:18](=[N:19][CH:20]=[CH:21][CH:22]=4)[NH:17][C:16]=3[CH3:24])=[CH:4][C:3]=2[O:2][CH2:10]1

Participants

4

Reactant 3

HCID 27347023,4-Dimethoxyphenylboronic acidHCID 27605895-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,3-benzodioxoleHCID 112412863-Bromo-2-methyl-1H-pyrrolo(2,3-b)pyridine

Product 1

HCID 578916903-(2H-1,3-Benzodioxol-5-yl)-2-methyl-1H-pyrrolo[2,3-b]pyridine

Procedure

3-Benzo[1,3]dioxol-5-yl-2-methyl-1H-pyrrolo[2,3-b]pyridine 142 was prepared using the same protocol as described in Example 8, substituting 3-Bromo-1H-pyrrolo[2,3-b]pyridine and 3,4-dimethoxy-phenyl boronic acid with 3-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine and 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzo[1,3]dioxole respectively.

Sources & evidence

ORD record
ord-50673180e12a46bdbb1d2b38c69ea4d1
Source dataset
uspto-grants-2009_10
Patent number
US07605168B2

Reaction notes

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