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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75978Generated: October 29, 2026

Hydrochloric Acid → HCID 50913853, compound

https://huagongshe.com/reaction/75978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantNitrogenHCID 947—
Reactant2-AminothiazoleHCID 2155—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant(R)-(+)-3-[4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl)oxy]benzoic acidHCID 68107027—
SolventDichloromethaneHCID 6344—
ProductHCID 50913853HCID 5091385333.3%

Reaction Steps

To a stirring solution of (R)-(+)-3-[4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl)oxy]benzoic acid (0.2 g) (Intermediate 18) in dry DCM in single necked round bottomed flask fitted with stop cock with N2(g) balloon, N,N′-dimethylamino pyridine (0.060 g) followed by EDCI. HCl (0.23 g) were added at room temperature. After stirring at the same temperature for 15 min, 2-aminothiazole (0.054 g) was added and stirring was continued for 16 h. Progress of reaction was monitored by TLC. After completion, reaction mixture was diluted with DCM (20 mL), washed with dil HCl (5 mL, 0.05 N), saturated sodium bicarbonate solution, water and brine, dried over anhydrous sodium sulphate, filtered and concentrated under vacuum to get crude brown solid (0.080 g). The crude brown solid was purified by solvent trituration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835469B2
Source datasetuspto-grants-2014_09
ORD IDord-17a898fe21d94b66847bef495ee0e6c9
Source noteuspto-grants-2014_09