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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774939Generated: October 29, 2026

Diisopropylethylamine → HCID 89701581, compound

https://huagongshe.com/reaction/1774939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-5-bromo-3-methoxypyrazineHCID 11344724—
Reactanttert-Butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamateHCID 86691038—
SolventButyronitrileHCID 8008—
ProductHCID 89701581HCID 89701581—

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of crude tert-butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate [Int-1-A] (203 mg, 0.38 mmol, 1.0 eq), 5-bromo-3-methoxypyrazin-2-amine (74.6 mg, 0.38 mmol, 1 eq.; Jiang, B. et al. Bioorg. Med. Chem. (2001), 9, 1149-1154.) and diisopropylethylamine (0.064 mL, 0.38 mmol, 1.0 eq) in 2.3 mL butyronitril was heated to 120° C. for 17 hours and to 125° C. for 6 h. The reaction mixture was concentrated in vacuo. The crude mixture was purified via preparative HPLC under basic conditions (column: Waters X-Bridge, eluent: ACN/water (15/85)→ACN/water 55/45) to deliver 9 mg (4%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260435B2
Source datasetuspto-grants-2016_02
ORD IDord-7f2ab62a2d7e4122acd02d10b71a80d6
Source noteuspto-grants-2016_02