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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947410Generated: October 27, 2026

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

https://huagongshe.com/reaction/1947410

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant(3aR,6aR)-1-(4-Bromophenyl)-5-methyloctahydropyrrolo[3,4-b]pyrroleHCID 44221503—
Product(3aR,6aR)-5-methyl-1-[4'-(1-methyl-1H-pyrazol-4-yl)-1,1'-biphenyl-4-yl]octahydropyrrolo[3,4-b]pyrroleHCID 24743846—

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 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole for 4-cyanophenylboronic acid. 1H NMR (300 MHz, CDCl3) δ ppm 7.78 (s, 1H) 7.62 (s, 1H) 7.45-7.60 (m, 6H) 6.65 (d, J=8.82 Hz, 2H) 4.11-4.21 (m, 1H) 3.95 (s, 3H) 3.50-3.61 (m, 1H) 3.23-3.35 (m, 1H) 2.90-3.05 (m, 1H) 2.69-2.77 (m, 1H) 2.50-2.69 (m, 3H) 2.33 (s, 3H) 2.11-2.26 (m, 1H) 1.88-2.02 (m, 1H). MS: (M+H)+=359.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399468B2
Source datasetuspto-grants-2013_03
ORD IDord-c79e9cf9abee4d169f0cd378d712af69
Source noteuspto-grants-2013_03