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

HRID 422354Notes

Reaction equation

HRID 422354 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F: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]>>[F: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 6394382-Bromo-6-fluoropyridineHCID 570536282-(But-3-yn-1-yl)-1,3-benzothiazole

Product 1

HCID 665982742-(4-(6-Fluoropyridin-2-yl)but-3-ynyl)benzo[d]thiazoleYield 29.7%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromo-6-fluoro-pyridine (66 mg, 0.37 mmol) and 2-but-3-ynyl-benzo[d]thiazole (70 mg, 0.37 mmol, Example 35(A)). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 7:3) to yield 31 mg (0.11 mmol, 29%) of 2-(4-(6-fluoropyridin-2-yl)but-3-ynyl)benzo[d]thiazole as a white solid.

Workup

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

Sources & evidence

ORD record
ord-7dc7232f84124c9da8b91c33f888ad98
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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