Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499510Generated: November 1, 2026

Diisopropylethylamine → HCID 86726741, compound

https://huagongshe.com/reaction/1499510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl N-[(3S,5R)-5-(trifluoromethyl)piperidin-3-yl]carbamateHCID 73977851—
Reactant4-Chloro-3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridineHCID 86726686—
Solvent1-ButanolHCID 263—
ProductHCID 86726741HCID 8672674162.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a mixture of 4-chloro-3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine (144.2 mg, 0.7260 mmol) and tert-butyl [(3S,5R)-5-(trifluoromethyl)piperidin-3-yl]carbamate (from MolBridge, 179.9 mg, 0.6706 mmol) was added 1-butanol (3.0 mL) followed by DIPEA (493.7 mg, 3.820 mmol). The mixture was stirred at 150° C. for 6 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (0-50% EtOAc in hexanes) to afford the sub-title compound as a pale yellow solid (179.2 mg, 62%). LCMS calc. for C19H26F3N4O4 (M+H)+: m/z=431.2. found 431.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200004B2
Source datasetuspto-grants-2015_12
ORD IDord-8d21cb0a387046e7a55da60f3e605e81
Source noteuspto-grants-2015_12