Hydrochloric Acid → 3-Methyl-5-phenylethynylpyridine hydrochloride

HRID 606829Notes

Reaction equation

HRID 606829 reaction equation
[ClH:1].[CH3:2][C:3]1[CH:4]=[N:5][CH:6]=[C:7]([C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=1>O1CCOCC1.C(OCC)C>[ClH:1].[CH3:2][C:3]1[CH:4]=[N:5][CH:6]=[C:7]([C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 670477253-Methyl-5-phenylethynylpyridine

Product 1

HCID 670477243-Methyl-5-phenylethynylpyridine hydrochlorideYield 100%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

Add a 4 N solution of hydrogen chloride in 1,4-dioxane (0.6 mL) to a solution of 3-methyl-5-phenylethynylpyridine (0.398 g, 2.06 mmol), (prepared essentially as described in EXAMPLE 1), in diethyl ether (2 mL). Concentrate the reaction mixture and triturate the resulting solid with hexanes and diethyl ether to give the title compound as a solid (0.477 mg, 100%).

Workup

  1. custom(prepared essentially
  2. concentrationConcentrate the reaction mixture
  3. customtriturate the resulting solid with hexanes and diethyl ether

Sources & evidence

ORD record
ord-5ce516976ecf47aeacdc404f9ef9b176
Source dataset
uspto-grants-2011_03
Patent number
US07915424B2

Reaction notes

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