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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 750065Generated: October 30, 2026

Hydrochloric Acid → (4-Iodo-phenyl)-[4-((R)-1-pyrrolidin-2-ylmethoxy)-phenyl]-methanone

https://huagongshe.com/reaction/750065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant(R)-2-[4-(4-Iodo-benzoyl)-phenoxymethyl]-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 44221510—
Solvent1,4-DioxaneHCID 31275—
Product(4-Iodo-phenyl)-[4-((R)-1-pyrrolidin-2-ylmethoxy)-phenyl]-methanoneHCID 6900173180%

Reaction Steps

To a 20 mL vial which contained a solution of the product from step 2 (25 mg, 0.05 mmol) in dioxane (1 mL) was added HCl (4 N in dioxane, 2 mL) at 0° C. The mixture was allowed to warm to rt and stir at rt for 16 h. The solvent was reduced to 1 mL and ether (15 mL) was added to this vial. The resulting solid was filtered out and dried under vacuo to yield the title product (16 mg, 80%); LCMS; 100% ESI+Calcd: 407.3. found m/z: 408.5 (M+1). 1H NMR (500 NM, DMSO-d6); δ 1.71-1.80 (m, 1H), 1.82-2.06 (m, 2H), 2.10-2.20. (m, 1H), 3.16-3.30 (m, 2H), 3.90-4.00 (m, 1H), 4.23-4.27 (m, 1H), 4.38 (dd, J1=10.0 Hz, J2=2.5 Hz, 1H), 7.14 (d, J=8.5 Hz, 2H), 7.46 (d, J=7.5 Hz, 2H), 7.78 (d, J=9.0 Hz, 2H), 7.95 (d, J=8.0 Hz, 2H):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402684B2
Source datasetuspto-grants-2008_07
ORD IDord-60804eaa3ab24f9fa38f40af3982a5fd
Source noteuspto-grants-2008_07