4-Amino-1-methylpiperidine → 4-amino-5-chloro-N-(1-ethyl-4-piperidyl)-2-fluoro-benzamide

HRID 2234448Notes

Reaction equation

HRID 2234448 reaction equation
[NH2:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]([C:6]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)=[O:7])=[C:4]([F:19])[CH:3]=1.N[CH:21]1CCN(C)CC1>>[NH2:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]([C:6]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH3:21])[CH2:11][CH2:10]2)=[O:7])=[C:4]([F:19])[CH:3]=1

Participants

3

Reactant 2

HCID 27375314-Amino-1-methylpiperidineHCID 686824664-amino-5-chloro-2-fluoro-N-(1-methyl-4-piperidyl)benzamide

Product 1

HCID 686830714-amino-5-chloro-N-(1-ethyl-4-piperidyl)-2-fluoro-benzamide

Procedure

The title compound was prepared by an analogous method to the preparation of Intermediate 173, on a 2.64 mol scale, utilising 4-amino-1-methylpiperidine (Fluorochem; 508 mg, 3.96 mmol) after purification on a silica column (gradient (3-4% ammonia in methanol/DCM), as a pale brown foam (647 mg, 82%).

Workup

  1. customafter purification on a silica column (gradient (3-4% ammonia in methanol/DCM)

Sources & evidence

ORD record
ord-13b7523a44fb4c0195c13ae594d2edd6
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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