2-Bromo-6-methylpyridine → 2-(4-(6-Methylpyridin-2-yl)but-3-ynyl)benzo[d]thiazole

HRID 334627Notes

Reaction equation

HRID 334627 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1.[CH2:9]([C:13]1[S:14][C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[N:17]=1)[CH2:10][C:11]#[CH:12]>>[CH3:8][C:4]1[N:3]=[C:2]([C:12]#[C:11][CH2:10][CH2:9][C:13]2[S:14][C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[N:17]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 792052-Bromo-6-methylpyridineHCID 570536282-(But-3-yn-1-yl)-1,3-benzothiazole

Product 1

HCID 665982062-(4-(6-Methylpyridin-2-yl)but-3-ynyl)benzo[d]thiazoleYield 68.8%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromo-6-methyl-pyridine (110 mg, 0.64 mmol) and 2-but-3-ynyl-benzo[d]thiazole (120 mg, 0.64 mmol, Example 35(A)). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 7:3) to yield 122 mg (0.44 mmol, 68%) of 2-(4-(6-methylpyridin-2-yl)but-3-ynyl)benzo[d]thiazole as a beige solid.

Workup

  1. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 7:3)

Sources & evidence

ORD record
ord-07006b90de8c42deb8a9bac984da17f0
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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