Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441371Generated: October 31, 2026

Ammonium formate → (S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide

https://huagongshe.com/reaction/1441371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant(R)-1-(4-Nitro-phenyl)-pyrrolidine-2-carboxylic acid dimethylamideHCID 68687436—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamideHCID 6868643989%

Reaction Steps

(R)-1-(4-Nitro-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide (Method 52; 0.85 g) was dissolved in MeOH (50 ml), to this was added ammonium formate (1.0 g, 16 mmol) and palladium (0.1 g). The reaction was heated at reflux for 60 minutes (reaction decolourised). MeOH was removed in vacuo and saturated ammonium chloride (50 ml) was added. The system was extracted with DCM (2×100 ml), dried and solvent was removed in vacuo to yield the title compound as a brown gum (0.67 g, 87%). The product rapidly turned black on exposure to air. The product was used immediately without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655652B2
Source datasetuspto-grants-2010_02
ORD IDord-5cf5cd81d2234098b6d116d22a01a340
Source noteuspto-grants-2010_02