Ammonia → 3,5-Di(pyridin-3-yl)isoxazole

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	3-Ethynylpyridine	HCID 186003	—
Reactant	N-Hydroxy-3-pyridinecarboximidoyl chloride	HCID 53404818	—
Product	3,5-Di(pyridin-3-yl)isoxazole	HCID 14593332	—

Reaction Steps

The titled compound was prepared as the bishydrochloride salt according to Method CA using the product of Example 1A (0.78 g, 5.0 mmol) and 3-ethynylpyridine (Aldrich, 0.52 g, 5.0 mmol). 1H NMR (300 MHz, DMSO-d6) δ 7.76 (dd, J=8.1, 5.1 Hz, 1H), 7.79-7.86 (m, 1H), 7.98 (s, 1H), 8.44 (dt, J=8.0, 2.0, 1.9 Hz, 1H), 8.55 (dt, J=8.1, 1.9 Hz, 1H), 8.80 (dd, J=4.9, 1.5 Hz, 1H), 8.86 (dd, J=5.1, 1.7 Hz, 1H), 9.21 (d, J=2.0 Hz, 1H), 9.23 (d, J=2.0 Hz, 1H) ppm; MS (DCI/NH3) m/z 224 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08383658B2
Source dataset	uspto-grants-2013_02
ORD ID	ord-7f076c8828724b3492713981d2642f36
Source note	uspto-grants-2013_02