Ethanol → HCID 69434838, compound

Participants

Role	Name	HCID	Charge
Reactant	Ethanol	HCID 702	—
Reactant	Fumaric Acid	HCID 444972	—
Reactant	N-[4'-(1-azabicyclo[2.2.2]oct-3-yloxy)-1,1'-biphenyl-4-yl]-N-phenylamine	HCID 11222474	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 69434838	HCID 69434838	—

Reaction Steps

The product of Example 11A (200 mg, 0.54 mmol) in ethyl acetate:ethanol (5 mL, 1:1) was treated with fumaric acid (70 mg, 0.6 mmol). The title compound was obtained as a solid (197.8 mg, yield, 72%). 1H NMR (MeOH-d4, 300 MHz) δ 1.81-2.20 (m, 3H), 2.27-2.42 (m, 1H), 2.50-2.58 (m, 1H), 3.17-3.48 (m, 5H), 3.75-3.87 (m, 1H), 4.85-4.93 (m, 1H), 6.71 (s, 2.5H), 6.81-6.89 (m, 1H), 7.02 (d, J=8.8 Hz, 2H), 7.07-7.17 (m, 4H), 7.18-7.27 (m, 2H), 7.45 (d, J=8.8 Hz, 2H), 7.54 (d, J=8.8 Hz, 2H) ppm. MS (DCl/NH3) m/z 371 (M+H)+. Anal. Calculated for C25H26N2O.1.2C4H4O4: C, 70.21; H, 6.09; N, 5.50. Found: C, 70.09; H, 6.17; N, 5.43.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07309699B2
Source dataset	uspto-grants-2007_12
ORD ID	ord-3510d5fbfa4d4675a33f9e120cfdb57b
Source note	uspto-grants-2007_12