4-Aminopyridine → 2,2-Dimethyl-trans-3-phenyl-N-(pyridin-4-yl)cyclopropanecarboxamide

Participants

Role	Name	HCID	Charge
Reactant	4-Aminopyridine	HCID 1727	—
Reactant	(1S,3S)-2,2-dimethyl-3-phenylcyclopropane-1-carboxylic acid	HCID 68582304	—
Product	2,2-Dimethyl-trans-3-phenyl-N-(pyridin-4-yl)cyclopropanecarboxamide	HCID 86709741	93.4%

Reaction Steps

2,2-Dimethyl-trans-3-phenylcyclopropanecarboxylic acid (250 mg, 1.31 mmol) and 4-aminopyridine (123 mg, 1.31 mmol) were reacted as described under General Procedure D to furnish the title compound (326 mg, 93%) as a white foam. 1H NMR (300 MHz, CDCl3) δ 8.48-8.45 (m, 2H), 8.35 (br s, 1H), 7.63-7.60 (m, 2H), 7.31-7.16 (m, 5H), 2.87 (d, J=5.7 Hz, 1H), 1.96 (d, J=5.7 Hz, 1H), 1.40 (s, 3H), 0.97 (s, 3H). ESIMS m/z [M+H]+ 267.1.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09062013B2
Source dataset	uspto-grants-2015_06
ORD ID	ord-0a21ea39a33e4f9499b90be639314696
Source note	uspto-grants-2015_06