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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857779Generated: October 28, 2026

1,2-Dichloroethane → HCID 69655919, compound

https://huagongshe.com/reaction/857779

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
ReactantHOAtHCID 181649—
ReactantHCID 21866317HCID 21866317—
SolventDimethylformamideHCID 6228—
ProductHCID 69655919HCID 69655919—

Reaction Steps

A mixture of 1-(tert-butoxycarbonyl)-L-proline (39 mg, 0.18 mmol), 1-[2-(1H-tetraazol-1-yl)-5-(trifluoromethyl)phenyl]methanamine (42 mg, 0.17 mmol), EDC (49 mg, 0.26 mmol) and HOAt (12 mg, 0.09 mmol) in DMF (1 mL) was stirred at room temperature for 2 h. The crude product was purified by reverse phase HPLC followed by neutralization of an aqueous slurry of the compound with saturated aqueous K2CO3 and repeated extraction of the resulting aqueous mixture with EtOAc (the aqueous layer was saturated with NaCl before each extraction). The combined organic extracts were dried (anhydrous Na2SO4) and concentrated to afford the title compound as an oil which was carried on directly to the deprotection step (Step D below). LCMS (M+H): 441.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144899B2
Source datasetuspto-grants-2006_12
ORD IDord-854f6cbbb3d64cad86dc83e3a9d46acb
Source noteuspto-grants-2006_12