2,6-Dichloropyridine → 2-(4-(6-Chloropyridin-2-yl)but-3-ynyl)benzo[d]thiazole

HRID 334628Notes

Reaction equation

HRID 334628 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl: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]>>[Cl: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 169892,6-DichloropyridineHCID 570536282-(But-3-yn-1-yl)-1,3-benzothiazole

Product 1

HCID 115511442-(4-(6-Chloropyridin-2-yl)but-3-ynyl)benzo[d]thiazoleYield 19%

Procedure

The title compound was prepared in accordance with the general method of Example 108(C), from 2,6-dichloro-pyridine (395 mg, 2.67 mmol) and 2-but-3-ynyl-benzo[d]thiazole (100 mg, 0.53 mmol, Example 35(A)). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1) to yield 31 mg (0.10 mmol, 19%) of 2-(4-(6-chloropyridin-2-yl)but-3-ynyl)benzo[d]thiazole as a white solid.

Workup

  1. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1)

Sources & evidence

ORD record
ord-0cc388caa42347a49b6cc7169f9f69c6
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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