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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625242Generated: October 25, 2026

Acetonitrile → (S)-2-(2-(3-(3-Acetamidopyrrolidine-1-carbonyl)benzamido)-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)isonicotinamide

https://huagongshe.com/reaction/625242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant(S)-(-)-3-AcetamidopyrrolidineHCID 7021471—
Reactant3-((2-(4-((3-(Trifluoromethyl)benzyl)carbamoyl)pyridin-2-yl)-4-(piperidin-1-yl)phenyl)carbamoyl)benzoic acidHCID 66586784—
ReactantN1-methyl-N1-(2-morpholinoethyl)-N3-(4-(piperidin-1-yl)-2-(4-((3-(trifluoromethyl)benzyl)carbamoyl)pyridin-2-yl)phenyl)isophthalamideHCID 69631879—
SolventDimethylformamideHCID 6228—
Product(S)-2-(2-(3-(3-Acetamidopyrrolidine-1-carbonyl)benzamido)-5-(piperidin-1-yl)phenyl)-N-(3-(trifluoromethyl)benzyl)isonicotinamideHCID 56967079—

Reaction Steps

This compound was prepared from 3-((2-(4-((3-(trifluoromethyl)benzyl)carbamoyl)pyridin-2-yl)-4-(piperidin-1-yl)phenyl)carbamoyl)benzoic acid 4.1e using the procedure described for the preparation of N1-methyl-N1-(2-morpholinoethyl)-N3-(4-(piperidin-1-yl)-2-(4-((3-(trifluoromethyl)benzyl)carbamoyl)pyridin-2-yl)phenyl)isophthalamide 4.8, except that CH3CN was substituted for DMF as the reaction solvent and (S)—N-(pyrrolidin-3-yl)acetamide was used as the amine component. 1H-NMR (300 MHz, CD3OD, ppm): δ 8.88 (d, J=3.5 Hz, 1H), 8.69˜8.663 (m, 1H), 8.33 (s, 1H), 8.10˜8.05 (m, 2H), 8.00˜7.97 (m, 1H), 7.76 (d, J=5.2 Hz, 1H), 7.71˜7.66 (m, 1H), 7.60˜7.43 (m, 6H), 4.60 (s, 2H), 4.40˜4.16 (m, 1H), 3.71˜3.21 (m, 8H), 2.22˜1.71 (m, 11H). MS (ES, m/z): 713 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09301951B2
Source datasetuspto-grants-2016_04
ORD IDord-f32afd4dc7604abfa819929e6bb48beb
Source noteuspto-grants-2016_04