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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947412Generated: October 31, 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/1947412

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 numberUS08399468B2
Source datasetuspto-grants-2013_03
ORD IDord-0b08518c861140d388782b5795cde3dc
Source noteuspto-grants-2013_03