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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736603Generated: October 30, 2026

Methyl 3-Amino-6-bromopyrazine-2-carboxylate → HCID 68529012, compound

https://huagongshe.com/reaction/736603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 227251—
Reactant[4-(Pyrrolidine-1-sulfonyl)phenyl]boronic acidHCID 10400111—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductHCID 68529012HCID 68529012245.3%

Reaction Conditions

Temperature160 °C

Reaction Steps

4-(Pyrrolidin-1-ylsulfonyl)phenylboronic acid (0.33 g, 1.29 mmol), methyl 3-amino-6-bromopyrazine-2-carboxylate (0.25 g, 1.08 mmol; described in: H. Ellingson, J. Amer. Chem. Soc. 1949, 2798), K3PO3 (3 M, 1.1 mL, 3.2 mmol), and Pd(dppf)Cl2 (0.044 g, 54 μmol) were suspended in ethylene glycol dimethyl ether/water (1.5:0.5 mL) and heated in a microwave oven at 160° C. for 10 min. The reaction was repeated 3 times. The combined product mixtures were evaporated with silica gel and the crude product was purified by chromatography on silica gel using a heptane to ethyl acetate gradient to give 0.96 g (82% yield) of the title compound: MS (ES) m/z 363 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595319B2
Source datasetuspto-grants-2009_09
ORD IDord-619a809a2275423a84294bc8a7b6fc77
Source noteuspto-grants-2009_09