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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627901Generated: October 31, 2026

Sodium Hydroxide → tert-Butoxy[2-methyl-4-(pyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]acetic acid

https://huagongshe.com/reaction/1627901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 2-[2-Methyl-4-(pyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetateHCID 49806712—
SolventMethanolHCID 887—
Producttert-Butoxy[2-methyl-4-(pyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]acetic acidHCID 4980671163.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 2-[2-methyl-4-(pyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetate (0.052 g; 0.122 mmol) in methanol (1.5 mL) was added a solution of sodium hydroxide 10 N (0.150 mL; 1.5 mmol) and the mixture was heated to 60° C. for 18 h. The volatiles were removed under reduced pressure and the residue was dissolved in water, the mixture was then acidified by adding 1N HCl until a precipitate was formed. The solid was filtered, washed with water and dried under reduced pressure to furnish 0.032 g (61%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785638B2
Source datasetuspto-grants-2014_07
ORD IDord-6c360a7501894d818d9b2f7c6f611732
Source noteuspto-grants-2014_07