3-Bromopyridine → 6-pyridin-3-yl-1H-indole

Reaction equation

COC1C=CC(B(O)O)=CC=1.Br[C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1.C(OC([N:26]1[C:34]2[C:29](=[CH:30][CH:31]=[C:32](Br)[CH:33]=2)[CH:28]=[CH:27]1)=O)(C)(C)C>>[N:15]1[CH:16]=[CH:17][CH:18]=[C:13]([C:32]2[CH:33]=[C:34]3[C:29]([CH:28]=[CH:27][NH:26]3)=[CH:30][CH:31]=2)[CH:14]=1

Participants

Reactant 3

HCID 122863-Bromopyridine

HCID 201262(4-Methoxyphenyl)boronic acid

HCID 114493211-BOC-6-Bromoindole

Product 1

HCID 104426236-pyridin-3-yl-1H-indole

Procedure

The desired compound was prepared according to the method of Example 25, step 1, except substituting 6-indolylboronic acid, prepared as in step 1 for 4-methoxyphenylboronic acid, and 3-bromopyridine for 1-tert-butoxycarbonyl-6-bromoindole.

Sources & evidence

ORD record: ord-721e837f50e24c1185023a93de50dbe0
Source dataset: uspto-grants-1995_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05459152

Reaction notes

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