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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855889Generated: October 28, 2026

(2S,5R)-1-(2-chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile → HCID 86592940, compound

https://huagongshe.com/reaction/855889

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,5R)-1-(2-chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrileHCID 16090854—
ReactantHCID 18460863HCID 18460863—
SolventAcetonitrileHCID 6342—
ProductHCID 86592940HCID 86592940—

Reaction Steps

To a stirred solution of (2S,5R)-1-(chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile (0.05 g, 0.255 mmol, Example 8D) in acetonitrile (3 mL) at room temperature under nitrogen was added 6-(2-amino-2-methyl-propylamino)-nicotinonitrile (0.1 g, 0.51 mmol). The reaction mixture was stirred overnight and then concentrated under reduced pressure. The residue was flash chromatographed with 2% MeOH/CH2Cl2 to provide the desired compound as a white solid. MS (DCI) m/z 351 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 2.03-2.5(2H, m), 2.55 (2H, s), 2.1 (2H, s), 3.5(1H, m), 3.82 (6H, s), 3.9-4.6 (2H, m), 4.7-4.82 (1H, m), 4.88-5.5 (1H, m), 7.3-7.5 (3H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262207B2
Source datasetuspto-grants-2007_08
ORD IDord-c2dd11ba1ba044079152c138f15dc403
Source noteuspto-grants-2007_08