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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73289Generated: October 25, 2026

Ammonia → 4'-((1R,2R)-2-{[(2S)-2-Methylpyrrolidin-1-yl]methyl}cyclopropyl)-1,1'-biphenyl-4-carbonitrile

https://huagongshe.com/reaction/73289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-[2-(4-bromo-phenyl)-(1R,2R)-cyclopropylmethyl]-(2S)-2-methyl-pyrrolidineHCID 68425465—
Reactant1-[2-(4-bromo-phenyl)-(1R,2R)-cyclopropylmethyl]-(2R)-2-methylpyrrolidineHCID 69230539—
Product4'-((1R,2R)-2-{[(2S)-2-Methylpyrrolidin-1-yl]methyl}cyclopropyl)-1,1'-biphenyl-4-carbonitrileHCID 44199139—

Reaction Steps

The title compound was prepared using the procedure described in Example 3D substituting 1-[2-(4-bromo-phenyl)-(1R,2R)-cyclopropylmethyl]-(2S)-2-methyl-pyrrolidine (the product from Example 4A) for 1-[2-(4-bromo-phenyl)-(1R,2R)-cyclopropylmethyl]-(2R)-2-methyl-pyrrolidine (the product from Example 3C). 1H NMR (300 MHz, CD3OD) 1.22 (m, 2H), 1.42 (d, J=6 Hz, 3H), 1.53 (m, 1H), 1.76 (m, 1H), 2.08 (m, 3H), 2.31 (m, 1H), 3.09 (dd, J=12 Hz, J=6 Hz, 1H), 3.23 (m, 1H), 3.39 (dd, J=12 Hz, J=6 Hz, 1H), 3.50 (m, 1H), 3.67 (m, 1H), 7.27 (d, J=9 Hz, 2H), 7.61 (d, J=6 Hz, 2H), 7.78 (s, 4H). MS (DCl—NH3) m/z 317 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829041B2
Source datasetuspto-grants-2014_09
ORD IDord-19e20d26a6e843ee9303b150a7f25e36
Source noteuspto-grants-2014_09