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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947408Generated: October 26, 2026

4-Cyanophenylboronic acid → (3aR,6aR)-1-[4'-(2-methoxypyrimidin-5-yl)-1,1'-biphenyl-4-yl]-5-methyloctahydropyrrolo[3,4-b]pyrrole

https://huagongshe.com/reaction/1947408

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant2-Methoxypyrimidine-5-boronic acidHCID 2736778—
Reactant(3aR,6aR)-1-(4-Bromophenyl)-5-methyloctahydropyrrolo[3,4-b]pyrroleHCID 44221503—
Product(3aR,6aR)-1-[4'-(2-methoxypyrimidin-5-yl)-1,1'-biphenyl-4-yl]-5-methyloctahydropyrrolo[3,4-b]pyrroleHCID 24743816—

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 2-methoxy-pyrimidine-5-boronic acid for 4-cyanophenylboronic acid. 1H NMR (500 MHz, CDCl3) δ ppm 8.76 (s, 2H) 7.66 (d, J=8.54 Hz, 2H) 7.53 (dd, J=11.75, 8.70 Hz, 4H) 6.67 (d, J=8.85 Hz, 2H) 4.13-4.22 (m, 1H) 4.07 (s, 3H) 3.53-3.61 (m, 1H) 3.26-3.35 (m, 1H) 2.91-3.03 (m, 1H) 2.71-2.77 (m, 1H) 2.48-2.67 (m, 3H) 2.33 (s, 3H) 2.13-2.25 (m, 1H) 1.90-2.01 (m, 1H). MS: (M+H)+=387.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399468B2
Source datasetuspto-grants-2013_03
ORD IDord-a839f459ab454d54849e80a99765b793
Source noteuspto-grants-2013_03