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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527344Generated: November 3, 2026

Hydrochloric Acid → HCID 86673825, compound

https://huagongshe.com/reaction/1527344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 68283314HCID 68283314—
SolventDichloromethaneHCID 6344—
ProductHCID 86673825HCID 86673825—

Reaction Steps

To a solution of (2S,5R)-5-hydroxymethyl-2-(3-trifluoromethoxy-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (390 mg, 0.97 mmol) in CH2Cl2 (3.5 mL) was added at 0° C. under nitrogen atmosphere Et3N (296 μl, 2.12 mmol) and mesylchloride (167 μl, 2.12 mmol) and the mixture was further stirred at RT for 3 h. CH2Cl2 and HCl 0.1N were added, the layers were separated and the aqueous one re-extracted with CH2Cl2. The crude organic extracts were washed with brine dried over Na2SO4, filtered and concentrated. The crude material was used without purification in the next step. MS (LC-MS): 383 [MH−Boc]+; tR (HPLC conditions b) 5.1 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085555B2
Source datasetuspto-grants-2015_07
ORD IDord-e018cf41085542b7bc9cce92d3a6718d
Source noteuspto-grants-2015_07