Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226350Generated: October 30, 2026

Sodium Hydroxide → (2E)-3-(6-{[(3R)-1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylic acid

https://huagongshe.com/reaction/226350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantethyl (2E)-3-(6-{[(3R)-1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylateHCID 86603659—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(2E)-3-(6-{[(3R)-1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylic acidHCID 6896206178.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of ethyl (2E)-3-(6-{[(3R)-1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylate (2.16 g) in MeOH (30 mL) and dioxane (30 mL) was added 1N NaOH aq solution (27.1 mL). The mixture was heated at 70° C. for 1.5 hour and diluted with water (120 mL) and washed with ether. The pH value of aqueous phase was adjusted to 5.5, and the precipitate was collected by filtration and dried in vacuo to give (2E)-3-(6-{[(3R)-1-(4-chlorobenzoyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylic acid (1.58 g) as pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557127B2
Source datasetuspto-grants-2009_07
ORD IDord-4835eab1baeb4bfab105ae40f5e3056c
Source noteuspto-grants-2009_07