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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638819Generated: November 1, 2026

2-(Tributylstannyl)pyrazine → (11beta,16alpha,17beta)-17-Cyclopropylcarbonyl-16-methyl-11-[4-(pyrazin-2-yl)phenyl]estra-4,9-dien-3-one

https://huagongshe.com/reaction/638819

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyrazineHCID 2737316—
Reactant(11beta,16alpha,17beta)-11-(4-Bromophenyl)-17-cyclopropylcarbonyl-16-methylestra-4,9-dien-3-oneHCID 68576237—
Product(11beta,16alpha,17beta)-17-Cyclopropylcarbonyl-16-methyl-11-[4-(pyrazin-2-yl)phenyl]estra-4,9-dien-3-oneHCID 4445127735%

Reaction Conditions

Temperature135 °C

Reaction Steps

According to the procedure described in example 8, (11β,16α,17β)-11-(4-bromophenyl)-17-cyclopropylcarbonyl-16-methylestra-4,9-dien-3-one and 2-tributylstannylpyrazine were heated in a microwave at 135° C. (150 W, 25 minutes) to give the title compound (35% yield). 1H NMR (400 MHz, CDCl3): δ 0.33 (s, 3H), 0.84-2.86 (m, 24H), 4.47 (d, J=7 Hz, 1H), 5.81 (s, 1H), 7.30-7.34 (m, 2H), 7.92-7.96 (m, 2H), 8.49 (d, J=3 Hz, 1H), 8.61 (dd, J=3 and 1 Hz, 1H), 9.01 (d, J=1 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691836B2
Source datasetuspto-grants-2010_04
ORD IDord-4345295a0651405faad47041700a993e
Source noteuspto-grants-2010_04