Iodobenzene → (E)-3-(4-((E)-2-Phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylonitrile

Participants

Role	Name	HCID	Charge
Reactant	Iodobenzene	HCID 11575	—
Reactant	4-(2-Cyanovinyl)phenylboronic acid	HCID 46738753	—
Reactant	5-(But-1-yn-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole	HCID 66793270	—
Product	(E)-3-(4-((E)-2-Phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylonitrile	HCID 66802201	—

Reaction Steps

The title compound was prepared from Intermediate 3, iodobenzene, and (E)-(4-(2-cyanovinyl)phenyl)boronic acid following General Procedure C. 1H NMR (DMSO-d6, 300 MHz): δ 8.11 (s, 1H), 7.81 (d, 1H), 7.64 (m, 1H), 7.47 (d, 1H), 7.32 (d, 2H), 7.27-7.12 (m, 6H), 6.90 (d, 2H), 6.29 (d, 1H), 5.86 (dd, 1H), 3.97-3.85 (m, 1H), 3.78-3.70 (m, 1H), 2.47-2.36 (m, 3H), 2.06-1.96 (m, 2H), 1.78-1.67 (m, 1H), 1.63-1.51 (m, 2H), 0.89 (t, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09399646B2
Source dataset	uspto-grants-2016_07
ORD ID	ord-923869c9bf5a4ca1a30958bcab1a2c7a
Source note	uspto-grants-2016_07