Methylhydrazine → 2-[2-Chloro-4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline

Participants

Role	Name	HCID	Charge
Reactant	Methylhydrazine	HCID 6061	—
Reactant	2-{2-[4-(4-Pyridin-4-yl-2H-pyrazol-3-yl)-phenyl]-ethyl}-quinoline	HCID 11567005	—
Reactant	1-[3-Chloro-4-(quinolin-2-ylmethoxy)-phenyl]-2-pyridin-4-yl-ethanone	HCID 68576300	—
Product	2-[2-Chloro-4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline	HCID 11582696	—

Reaction Steps

Following the procedure for the preparation of 2-{2-[4-(4-Pyridin-4-yl-2H-pyrazol-3-yl)-phenyl]-ethyl}-quinoline but substituting methyl hydrazine and 1-[3-Chloro-4-(quinolin-2-ylmethoxy)-phenyl]-2-pyridin-4-yl-ethanone provided the title compound. 1H NMR (400 MHz, CDCl3) δ 8.47 (d, J=6.2 Hz, 2H), 8.21 (d, J=8.3 Hz, 1H), 8.04 (d, J=7.5 Hz, 1H), 7.83 (d, J=8.3 Hz, 1H), 7.78 (d, J=8.7 Hz, 1H), 7.72 (m, 1H), 7.56 (m, 3H), 7.21 (m, 1H), 7.14 (d, J=6.2 Hz, 2H), 6.97 (d, J=8.7 Hz, 1H), 5.46 (s, 2H), 3.95 (s, 3H); MS: (M+H m/z=427.1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07825254B2
Source dataset	uspto-grants-2010_11
ORD ID	ord-ca7e70e4e6ed4b568f751e1765b07159
Source note	uspto-grants-2010_11