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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879665Generated: October 31, 2026

Sodium Carbonate → (E)-3-{3-[6-(4-Methyl-[1,4]diazepan-1-yl)pyrazin-2-yl]-phenyl}-acrylic acid methyl ester

https://huagongshe.com/reaction/1879665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl (2E)-3-(3-boronophenyl)-2-propenoateHCID 5708388—
Reactant1-(6-Chloropyrazin-2-yl)-4-methyl-1,4-diazepaneHCID 47137467—
SolventDimethylformamideHCID 6228—
Product(E)-3-{3-[6-(4-Methyl-[1,4]diazepan-1-yl)pyrazin-2-yl]-phenyl}-acrylic acid methyl esterHCID 2481201161.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

[3-(E-3-methoxy-3-oxo-1-propen-1-yl)phenyl]boronic acid (125 mg, 0.61 mmol) and bistriphenylphosphinepalladium(II)chloride (30 mg, 0.057 mmol) were combined in a microwave reaction tube. Subsequently 1-(6-chloro-pyrazin-2-yl)-4-methyl-[1,4]diazepane (130 mg, 0.57 mmol) was added as a solution in DMF (8 mL) followed by an aqueous solution of Na2CO3 (2M, 3 mL, 6 mmol). The tube was sealed and the reaction mixture was heated in the microwave at 120° C. for 20 min. The reaction mixture was then filtered through a plug of celite, and purified by flash chromatography to provide the title compound (124 mg 61%); MS analysis electrospray, 353 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318723B2
Source datasetuspto-grants-2012_11
ORD IDord-1576edcf610c48b5b363f6244c212689
Source noteuspto-grants-2012_11