Tolylboronic acid → 3-Methylsulfanyl-6-(1,2,3,6-tetrahydro-pyridin-4-yl)-1-p-tolyl-1H-indazole

HRID 68753Notes

Reaction equation

HRID 68753 reaction equation
C(OC([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:22]=[C:21]3[C:17]([C:18]([S:23][CH3:24])=[N:19][NH:20]3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH3:25][C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1>>[CH3:24][S:23][C:18]1[C:17]2[C:21](=[CH:22][C:14]([C:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH:12]=3)=[CH:15][CH:16]=2)[N:20]([C:29]2[CH:30]=[CH:31][C:26]([CH3:25])=[CH:27][CH:28]=2)[N:19]=1

Participants

3

Reactant 2

HCID 79799Tolylboronic acidHCID 674470244-(3-Methylsulfanyl-1H-indazol-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Product 1

HCID 566701643-Methylsulfanyl-6-(1,2,3,6-tetrahydro-pyridin-4-yl)-1-p-tolyl-1H-indazole

Procedure

The title compound was prepared as a white solid by coupling 4-(3-methylsulfanyl-1H-indazol-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester and 4-methyl-phenyl boronic acid to yield an intermediate, which was de-protected to remove the N-Boc.

Workup

  1. customto yield an intermediate, which
  2. customto remove the N-Boc

Sources & evidence

ORD record
ord-1c71e4015de942d7885b98e66c4471ea
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Reaction notes

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