methyl 1H-indole-4-carboxylate → Methyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-4-carboxylate

HRID 643415Notes

Reaction equation

HRID 643415 reaction equation
Cl[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8]([B:11]1[O:15][C:14]([CH3:17])([CH3:16])[C:13]([CH3:19])([CH3:18])[O:12]1)=[CH:7]2.N1C2C=CC=C([C:29]([O:31][CH3:32])=[O:30])C=2C=C1>>[CH3:18][C:13]1([CH3:19])[C:14]([CH3:17])([CH3:16])[O:15][B:11]([C:8]2[NH:9][C:10]3[CH:2]=[CH:3][CH:4]=[C:5]([C:29]([O:31][CH3:32])=[O:30])[C:6]=3[CH:7]=2)[O:12]1

Participants

3

Reactant 2

HCID 2733668methyl 1H-indole-4-carboxylateHCID 532172117-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-indole

Product 1

HCID 53217126Methyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-4-carboxylate

Procedure

Prepared according to a procedure analogous to that described for 7-chloro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole using 1H-indole-4-carboxylic acid, methyl ester.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b6413cb631864d418e635988d206a15e
Source dataset
uspto-grants-2010_04
Patent number
US07700594B2

Reaction notes

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