4-Amino-1-methylpiperidine → 4-amino-2-chloro-5-methoxy-N-(1-methyl-4-piperidyl)benzamide

HRID 2234483Notes

Reaction equation

HRID 2234483 reaction equation
NC1C=CC(C([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15]C)[CH2:11][CH2:10]2)=O)=CC=1Cl.[NH2:20][C:21]1[C:29]([O:30][CH3:31])=[CH:28][C:24]([C:25]([OH:27])=O)=[C:23]([Cl:32])[CH:22]=1.CN1CCC(N)CC1>>[NH2:20][C:21]1[C:29]([O:30][CH3:31])=[CH:28][C:24]([C:25]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)=[O:27])=[C:23]([Cl:32])[CH:22]=1

Participants

4

Reactant 3

HCID 27375314-Amino-1-methylpiperidineHCID 643214944-amino-3-chloro-N-(1-ethyl-4-piperidyl)benzamideHCID 670035054-Amino-2-chloro-5-methoxybenzoic acid2×

Product 1

HCID 686856684-amino-2-chloro-5-methoxy-N-(1-methyl-4-piperidyl)benzamide

Procedure

The title compound was prepared by an analogous method to the preparation of Intermediate 212, on a 3.06 mmol scale utilising 4-amino-2-chloro-5-methoxy-benzoic acid (Intermediate 217; 617 mg, 3.06 mmol) and 1-methylpiperidin-4-amine (Fluorochem; 385 mg, 3.37 mmol), as an off-white solid (845 mg, 93%).

Sources & evidence

ORD record
ord-a7e05c2002cd435eb919068f36d86de1
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

Loading…