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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246440Generated: October 31, 2026

1,2-Dichloroethane → HCID 71279835, compound

https://huagongshe.com/reaction/246440

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTert-ButylamineHCID 6385—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 71279671—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 71279835HCID 71279835112.7%

Reaction Steps

To a stirred suspension of 2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (111 mg, 242 μmol) in DMF (4 mL) was added EDC (107 mg, 557 μmol), HOBT (107 mg, 557 μmol) and 2-methylpropan-2-amine (78.6 mg, 0.113 mL, 1.08 mmol) at 20° C. After 3 h the reaction mixture was diluted with ethyl acetate and washed with 10% citric acid solution. The organic layer was then washed with saturated sodium bicarbonate and brine then dried (sodium sulfate), filtered and concentrated in vacuo to give the crude N-tert-butyl-2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (140 mg) as a light brown oil. This was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-bfa44d37c7054041955dc05c22e60098
Source noteuspto-grants-2014_02