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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12978Generated: October 27, 2026

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

https://huagongshe.com/reaction/12978

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant(3aR,6aR)-1-(4-Bromophenyl)-5-methyloctahydropyrrolo[3,4-b]pyrroleHCID 44221503—
Reactant4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-trityl-1H-pyrazoleHCID 45789683—
Product(3aR,6aR)-5-methyl-1-(4'-(1-trityl-1H-pyrazol-4-yl)biphenyl-4-yl)octahydropyrrolo[3,4-b]pyrroleHCID 68495764—

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 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trityl-1H-pyrazole for 4-cyanophenylboronic acid. 1H NMR (300 MHz, CDCl3) δ ppm 7.96 (s, 1H) 7.63 (s, 1H) 7.42-7.54 (m, 6H) 7.29-7.37 (m, 9H) 7.17-7.24 (m, 6H) 6.64 (d, J=8.82 Hz, 2H) 4.11-4.23 (m, 1H) 3.49-3.61 (m, 1H) 3.23-3.35 (m, 1H) 2.91-3.03 (m, 1H) 2.66-2.78 (m, 1H) 2.51-2.66 (m, 3H) 2.33 (s, 3H) 2.12-2.24 (m, 1H) 1.92-2.01 (m, 1H). MS: (M+H)+=586.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728031B2
Source datasetuspto-grants-2010_06
ORD IDord-2bd5433b4f754d08a3ecb052c01270d8
Source noteuspto-grants-2010_06