2-Bromo-1,3-benzothiazole → 2-(6-Methoxypyridin-3-yl)benzo[d]thiazole

HRID 1948196Notes

Reaction equation

HRID 1948196 reaction equation
Br[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH3:11][O:12][C:13]1[N:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1>>[CH3:11][O:12][C:13]1[N:18]=[CH:17][C:16]([C:2]2[S:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 6120402-Bromo-1,3-benzothiazoleHCID 2734368(6-Methoxypyridin-3-yl)boronic acid

Product 1

HCID 693455662-(6-Methoxypyridin-3-yl)benzo[d]thiazoleYield 82%

Procedure

According to Scheme 4 Method A: The title compound was prepared from 2-bromobenzo[d]thiazole (1 eq, 0.91 mmol, 0.20 g) and 6-methoxypyridin-3-ylboronic acid (1.5 eq, 1.36 mmol, 0.21 g) according to the procedure described for Example 2 Step 2. The crude product was purified by silica gel chromatography (AIT Flashsmart prepacked column 25 g SiO2) using cyclohexane/AcOEt 95/5 as eluent to afford 2-(6-methoxypyridin-3-yl)benzo[d]thiazole (0.74 mmol, 0.18 g, 82%) as a white solid.

Workup

  1. customThe crude product was purified by silica gel chromatography (AIT Flashsmart prepacked column 25 g SiO2)

Sources & evidence

ORD record
ord-07ea4f1d5753443d8ad635cdeefb52da
Source dataset
uspto-grants-2013_03
Patent number
US08399493B2

Reaction notes

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