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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275133Generated: October 31, 2026

Hydrochloric Acid → 4-[6-(Cyclopentyloxycarbonyl)amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoic acid

https://huagongshe.com/reaction/275133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 4-[6-(cyclopentyloxycarbonyl) amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoateHCID 14763127—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-[6-(Cyclopentyloxycarbonyl)amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoic acidHCID 1476312967.4%

Reaction Steps

Lithium hydroxide monohydrate (0.267 g.) was added as a solid to a stirred solution of methyl 4-[6-(cyclopentyloxycarbonyl)amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoate (0.7 g.) in methanol (15 ml.) and water (2 ml.). The mixture was stirred for 12 hours then diluted with water and acidified to pH 3.35 with 3M hydrochloric acid. The precipitate which formed was isolated by filtration, washed with water and crystallized from methanol to give the title compound as a solid (0.457 g., 67%), m.p. 221°-222° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05391758
Source datasetuspto-grants-1995_02
ORD IDord-b21757efc6034d62ab0e7b0a5a7bcde3
Source noteuspto-grants-1995_02