Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643346Generated: October 30, 2026

Triethylamine → HCID 178434253, compound

https://huagongshe.com/reaction/643346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant2-amino-5-bromo-3-[(S)-4-Boc-3-benzylpiperazinyl]pyrazineHCID 59262247—
ReactantHCID 178434313HCID 178434313—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178434253HCID 17843425370.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of -amino-5-bromo-3-[(S)-4-Boc-3-benzylpiperazinyl]pyrazine 108 (100 mg, 0.223 mmol) and 3-methyl-5-trimethylstannanyl-1H-indazole 105 (66 mg, 0.223 mmol.) in DMF (3.5 mL) was added tris(dibenzylideneacetone)bipalladium (10 mg, 0.011 mmol), tri-o-tolylphosphine (7 mg, 0.023 mmol) and triethylamine (23 mg, 0.23 mmol). The reaction mixture was heated in a microwave reactor at 120° C. for 10 minutes. Ethyl acetate (100 mL) was added. The organic layer was washed with water and brine. The organic layer was dried over sodium sulfate and filtered through Celite. The organic solvent was evaporated under reduced pressure. The crude product was purified by RP-HPLC to yield the desired 2-amino-3-[(S)-4-Boc-3-benzylpiperazinyl]-5-(3-methyl-1H-indazol-5-yl)pyrazine 109 (79 mg, 0.158 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700601B2
Source datasetuspto-grants-2010_04
ORD IDord-bae172de31624776a06f45ae5abb7fdb
Source noteuspto-grants-2010_04