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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73290Generated: October 26, 2026

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

https://huagongshe.com/reaction/73290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant1-{[(1S,2S)-2-(4-bromophenyl)cyclopropyl]methyl}-(2S)-2-methylpyrrolidineHCID 57515375—
Reactant1-[2-(4-bromo-phenyl)-(1S,2S)-cyclopropylmethyl]-2-methyl-pyrrolidineHCID 66796088—
Product4'-{(1S,2S)-2-[(2-Methylpyrrolidin-1-yl)methyl]cyclopropyl}-1,1'-biphenyl-4-carbonitrileHCID 44197455—

Reaction Steps

The title compound was prepared using the procedure described in Example 1E substituting 1-[2-(4-bromo-phenyl)-(1S,2S)-cyclopropylmethyl]-2-methyl-pyrrolidine (the product from Example 5A) for 1-[(1S,2S)-2-(4-bromo-phenyl)-cyclopropylmethyl]-2(S)-methyl-pyrrolidine (the product from Example 1D). 1H NMR (300 MHz, CD3OD) 0.98 (m, 1H), 1.1 (m, 1H), 1.20 (d, J=6 Hz, 2H), 1.34 (m, 1H), 1.49 (m, 1H), 1.84 (m, 3H), 2.06 (m, 2H), 2.51 (m, 1H), 2.61 (m, 1H), 3.06 (dd, J=12 Hz, J=6 Hz, 0.5H), 3.22 (dd, J=12 Hz, J=6 Hz, 0.5H), 3.34 (m, 1H), 7.22 (dd, J=12 Hz, J=6 Hz, 2H), 7.59 (d, J=9 Hz, 2H), 7.77 (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-e3d85132cbe149a8add883456440129f
Source noteuspto-grants-2014_09