2-Bromopyridine → Benzothiazole

HRID 422331Notes

Reaction equation

HRID 422331 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([C:12]1[S:13][C:14]2[C:20]([CH3:21])=[CH:19][CH:18]=[C:17]([CH3:22])[C:15]=2[N:16]=1)[CH2:9][C:10]#[CH:11]>>[CH3:22][C:17]1[C:15]2[N:16]=[C:12]([CH2:8][CH2:9][C:10]#[C:11][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=3)[S:13][C:14]=2[C:20]([CH3:21])=[CH:19][CH:18]=1.[S:13]1[C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[N:16]=[CH:12]1

Participants

4

Reactant 2

HCID 79732-BromopyridineHCID 86086862HCID 86086862, compound

Product 2

HCID 7222BenzothiazoleHCID 11652241HCID 11652241, compound

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (46 mg, 0.29 mmol) and 2-but-3-ynyl-4,7-dimethyl-benzo[d]thiazole (63 mg, 0.29° mmol). The crude residue was purified by flash chromatography (CM/MeOH 99:1 to 98:2) to yield 15 mg (52 mmol, 18%) of 4,7-dimethyl-2-(4-pyridin-2-yl)but-3-ynyl)benzo[d]thiazole as a yellow solid.

Workup

  1. customThe crude residue was purified by flash chromatography (CM/MeOH 99:1 to 98:2)

Sources & evidence

ORD record
ord-fe103e4ca3af4941b56953031ea395d1
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

Loading…