2-Fluoro-6-phenylsulfonylpyridine → 2-Propyn-1-yl-6-fluoropyridine

HRID 274187Notes

Reaction equation

HRID 274187 reaction equation
[C:1]([Mg]Br)#[C:2][CH3:3].[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9](S(C2C=CC=CC=2)(=O)=O)[N:8]=1>C1COCC1>[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([F:6])[N:8]=1)#[C:2][CH3:3]

Participants

4

Reactant 2

HCID 200921242-Fluoro-6-phenylsulfonylpyridineHCID 178419101HCID 178419101, compound

Product 1

HCID 450792522-Propyn-1-yl-6-fluoropyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of 0.06 mol of propynylmagnesiumbromide and 25 ml of THF is added at 40°-40° C. [sic] to a mixture of 0.05 mol of 2A and 15 ml of THF. The mixture is stirred at room temperature for 2 hours and subjected to customary work-up. The unpurified product is processed further as in 10B.

Workup

  1. additionis added at 40°-40° C. [sic]

Sources & evidence

ORD record
ord-682faa98b7a5493d912afe71273901d5
Source dataset
uspto-grants-1995_02
Patent number
US05389291

Reaction notes

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