Sodium Hydroxide → 2-(2-(4-Cyanophenyl)pyridin-3-ylthio)-2-methylpropanoic acid

HRID 470378Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]([S:15][C:16]([CH3:23])([CH3:22])[C:17]([O:19]CC)=[O:18])=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+]>CO>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]([S:15][C:16]([CH3:23])([CH3:22])[C:17]([OH:19])=[O:18])=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of ethyl 2-(2-(4-cyanophenyl)pyridin-3-ylthio)-2-methylpropanoate (0.137 g, 0.42 mmol), aqueous sodium hydroxide solution (1M, 1 mL) and methanol (2 mL) was stirred at 60° C. for 12 hours. The reaction mixture was concentrated to remove methanol, acidified and filtered to obtain 2-(2-(4-cyanophenyl)pyridin-3-ylthio)-2-methylpropanoic acid as a white powder (0.121 g, 96%).

Workup

concentrationThe reaction mixture was concentrated
customto remove methanol
filtrationfiltered

Sources & evidence

ORD record: ord-2c608e5c93774fffbf61e71820397010
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08629278B2

Reaction notes

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