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

Participants

Role	Name	HCID	Charge
Reactant	4-Cyanophenylboronic acid	HCID 2734326	—
Reactant	3,5-Dimethylpyrazole-4-boronic acid, pinacol ester	HCID 16217713	—
Reactant	(3aR,6aR)-1-(4-Bromophenyl)-5-methyloctahydropyrrolo[3,4-b]pyrrole	HCID 44221503	—
Product	(3aR,6aR)-1-[4'-(3,5-dimethyl-1H-pyrazol-4-yl)-1,1'-biphenyl-4-yl]-5-methyloctahydropyrrolo[3,4-b]pyrrole	HCID 24743847	—

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 3,5-dimethyl-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 7.59 (d, J=8.14 Hz, 2H) 7.52 (d, J=8.82 Hz, 2H) 7.30 (d, J=8.14 Hz, 2H) 6.66 (d, J=8.82 Hz, 2H) 4.11-4.23 (m, 1H) 3.51-3.62 (m, 1H) 3.24-3.36 (m, 1H) 2.88-3.04 (m, 1H) 2.70-2.79 (m, 1H) 2.49-2.66 (m, 3H) 2.33 (s, 9H) 2.10-2.25 (m, 1H) 1.90-2.03 (m, 1H). MS: (M+H)+=373.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07728031B2
Source dataset	uspto-grants-2010_06
ORD ID	ord-e8e631a076b7431491f579fbadbe6be2
Source note	uspto-grants-2010_06