1-benzyl-N-methylpiperidin-4-amine → N-(1-benzylpiperidine-4-yl)-2-(4,6-dimethylpyrimidine-2-yloxy)-N-methylacetamide

Participants

Role	Name	HCID	Charge
Reactant	1-benzyl-N-methylpiperidin-4-amine	HCID 4136128	—
Reactant	2-((4,6-Dimethylpyrimidin-2-yl)oxy)acetic acid	HCID 19881805	—
Reactant	Hydrogen chloride-ethyl acetate	HCID 21866389	—
Reactant	N-(1-benzylpiperidine-4-yl)-2-(4,6-dimethylpyrimidine-2-yloxy)-N-methylacetamide	HCID 59336186	—
Solvent	Methanol	HCID 887	—
Product	N-(1-benzylpiperidine-4-yl)-2-(4,6-dimethylpyrimidine-2-yloxy)-N-methylacetamide	HCID 59336186	62%
Product	N-(1-benzylpiperidine-4-yl)-2-(4,6-dimethylpyrimidine-2-yloxy)-N-methylacetamide hydrochloride	HCID 68416141	—

Reaction Steps

N-(1-benzylpiperidine-4-yl)-2-(4,6-dimethylpyrimidine-2-yloxy)-N-methylacetamide (147 mg: 62% yield) was synthesized from 2-(4,6-dimethylpyrimidine-2-yl)oxyacetic acid (117 mg) and 1-benzyl-N-methylpiperidine-4-amine (131 mg) in the same manner as in Example 49. Then, to a methanol solution of N-(1-benzylpiperidine-4-yl)-2-(4,6-dimethylpyrimidine-2-yloxy)-N-methylacetamide, 1 equivalent of 4N HCl/ethyl acetate solution was added. The mixture was then concentrated under reduced pressure to give the desired product as a white amorphous.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09156817B2
Source dataset	uspto-grants-2015_10
ORD ID	ord-958769acabf84a1b8029a01fb893427a
Source note	uspto-grants-2015_10