Triethylamine → Methyl 2-pyridin-2-ylsulfanylacetate

HRID 1711127Notes

Reaction equation

HRID 1711127 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:9][C:10]([O:12][CH3:13])=[O:11].CCN(CC)CC>CC#N>[CH3:13][O:12][C:10](=[O:11])[CH2:9][S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 60984Methyl bromoacetateHCID 178418616HCID 178418616, compound

Product 1

HCID 15388132Methyl 2-pyridin-2-ylsulfanylacetateYield 94.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-mercaptopyridine (484 mg, 4.35 mmol), methyl bromoacetate (0.45 ml, 4.8 mmol), and Et3N (0.79 ml, 5.7 mmol) in CH3CN (22 ml) was stirred at room temperature for 20 h to give (pyridin-2-ylsulfanyl)-acetic acid methyl ester as a colorless oil (752 mg, 94%) after aqueous work-up and purification.

Sources & evidence

ORD record
ord-ed7db3d08ce44ab9ad6483509774bedd
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

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