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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947394Generated: October 26, 2026

4-Cyanophenylboronic acid → (3aR,6aR)-5-methyl-1-(4'-pyrimidin-5-yl-1,1'-biphenyl-4-yl)octahydropyrrolo[3,4-b]pyrrole

https://huagongshe.com/reaction/1947394

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant(3aR,6aR)-1-(4-Bromophenyl)-5-methyloctahydropyrrolo[3,4-b]pyrroleHCID 44221503—
Product(3aR,6aR)-5-methyl-1-(4'-pyrimidin-5-yl-1,1'-biphenyl-4-yl)octahydropyrrolo[3,4-b]pyrroleHCID 24743650—

Reaction Steps

The title compound was prepared according to the procedure described in Example 7D, substituting the product of Example 41A for the product of Example 7C and substituting pyrimidine-5-boronic acid for 4-cyanophenylboronic acid. 1H NMR (300 MHz, CDCl3) δ ppm 9.19 (s, 1H) 8.99 (s, 2H) 7.62-7.74 (m, 4H) 7.52-7.58 (m, 2H) 6.63-6.70 (m, 2H) 4.20-4.31 (m, 1H) 3.55-3.67 (m, 1H) 3.30-3.42 (m, 1H) 2.99-3.14 (m, 1H) 2.60-2.84 (m, 4H) 2.42 (s, 3H) 2.16-2.26 (m, 1H) 1.95-2.05 (m, 1H); MS (M+H)+=357.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399468B2
Source datasetuspto-grants-2013_03
ORD IDord-a38028cae0644ad6bf416a0529e1c129
Source noteuspto-grants-2013_03