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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372585Generated: October 31, 2026

Sodium Hydroxide → 4-((2S,4S)-1-(2-(2-methylphenylamino)-6-benzoxazolylacetyl)-4-(2-naphthyloxy)-2-pyrrolidinylmethoxy)benzoic acid

https://huagongshe.com/reaction/1372585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 4-((2S,4S)-1-(2-(2-methylphenylamino)-6-benzoxazolylacetyl)-4-(2-naphthyloxy)-2-pyrrolidinylmethoxy)benzoateHCID 58778786—
SolventTetrahydrofuranHCID 8028—
Product4-((2S,4S)-1-(2-(2-methylphenylamino)-6-benzoxazolylacetyl)-4-(2-naphthyloxy)-2-pyrrolidinylmethoxy)benzoic acidHCID 58778386—

Reaction Steps

To a solution of methyl 4-((2S,4S)-1-(2-(2-methylphenylamino)-6-benzoxazolylacetyl)-4-(2-naphthyloxy)-2-pyrrolidinylmethoxy)benzoate (312 mg, 0.486 mmol) in THF (20 ml) was added 0.25N NaOH (20 ml). The resulting mixture was stirred at room temperature for 15 hours. The reaction mixture was then concentrated under reduced pressure. The residue was acidified with 1N HCl. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure, whereby the title compound (253 mg, 83%) was obtained as a pale pink solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157487B2
Source datasetuspto-grants-2007_01
ORD IDord-27cdc3e5599948f988cf6d7bdef71915
Source noteuspto-grants-2007_01