3-Aminopyridine → [2,3'-Bipyridin]-6-amine

Participants

Role	Name	HCID	Charge
Reactant	3-Aminopyridine	HCID 10009	—
Reactant	Tert-butyl 4-(3-oxopyrrolidin-1-yl)benzoate	HCID 10015517	—
Reactant	4-[3-(Pyridin-3-ylamino)-pyrrolidin-1-yl]-benzoic acid tert-butyl ester	HCID 58930486	—
Product	[2,3'-Bipyridin]-6-amine	HCID 11586359	76%

Reaction Steps

The title compound 204 was obtained following the procedure as for the reductive amination described in scheme 3, step 2 (example 12) starting from compound 203 and using 3-aminopyridine instead of 6-(pyridin-3-yl)pyridin-2-amine (11) (76% yield). 1H NMR: (acetone-d6) δ (ppm): 8.08 (d, J=2.7 Hz, 1H), 7.85 (dd, J=4.3, 1.6 Hz, 1H), 7.79 (d, J=9.0 Hz, 2H), 7.09 (ddd, J=8.2, 4.5, 0.8 Hz, 1H), 7.06 (ddd, J=8.2, 2.7, 1.6 Hz, 1H), 6.58 (d, J=9.0 Hz, 2H), 4.33 (quint, J=4.9 Hz, 1H), 3.79 (dd, J=10.2, 6.1 Hz, 1H), 3.60-3.54 (m, 1H), 3.51-3.45 (m, 1H), 3.32 (dd, J=7.2, 4.1 Hz, 1H), 2.44 (sext., J=7.6 Hz, 1H), 2.18-2.11 (m, 1H), 1.56 (s, 9H). m/z: 340.4 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07253204B2
Source dataset	uspto-grants-2007_08
ORD ID	ord-8ee42b972edc4cf3a3d91e23691213c6
Source note	uspto-grants-2007_08