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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924037Generated: October 26, 2026

Diisopropylethylamine → HCID 89907899, compound

https://huagongshe.com/reaction/924037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(3S)-pyrrolidin-3-olHCID 2733874—
Reactant5-bromo-6-chloro-N-(4-((trifluoromethyl)thio)phenyl)nicotinamideHCID 86702605—
SolventIsopropanolHCID 3776—
ProductHCID 89907899HCID 89907899—

Reaction Conditions

Temperature140 °C

Reaction Steps

5-Bromo-6-chloro-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide (Stage 185.2, 206 mg, 0.5 mmol) and (S)-pyrrolidin-3-ol (52.3 mg, 0.6 mmol) were dissolved in iPrOH (0.5 mL). DIPEA (192 μL, 1.1 mmol) was added and the RM mixture was heated at 140° C. for 1 h in a pressure safe vial. The vial was cooled to RT and the RM was evaporated to dryness under reduced pressure to give residue that was purified by flash chromatography (RediSep® Silica gel column, n-heptane/EtOAc, from 20% to 100% EtOAc). Trituration with n-heptane, filtered and dried afforded the title compound as a white crystalline powder. HPLC (Condition 4) tR=5.89 min, UPLC-MS (Condition 3) tR=1.20 min, m/z=464.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-e24dd67c482d4a9da5f5af8142c6b7ab
Source noteuspto-grants-2016_03