1-Aminopiperidine → HCID 44390753, compound

HRID 916938Notes

Reaction equation

HRID 916938 reaction equation
[Cl:1][C:2]1[C:7]([C:8](Cl)=[O:9])=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[C:4]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[Cl:25])[N:3]=1.[NH2:26][N:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>C(Cl)Cl>[N:27]1([NH:26][C:8]([C:7]2[C:2]([Cl:1])=[N:3][C:4]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])=[C:5]([C:11]3[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=3)[CH:6]=2)=[O:9])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 166581-AminopiperidineHCID 86600271HCID 86600271, compound

Product 1

HCID 44390753HCID 44390753, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a portion of the methylene chloride (1 mL) solution of 2-(chloro)-6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyridine-3-carbonyl chloride (0.068 mmol) from Step B was added a solution of 1-aminopiperidine (0.010 mL, 0.088 mmol) and TEA (0.014 mL, 0.10 mmol) in methylene chloride (1 mL). The reaction was stirred at rt for 16 h and was then evaporated. The residue was purified by preparative TLC (40% ethyl acetate in hexanes) to yield N-(piperidin-1-yl)-2-(chloro)-6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyridine-3-carboxamide. HPLC/MS: 494 (M+1), 496 (M+3); Rt=3.97 min

Workup

  1. customwas then evaporated
  2. customThe residue was purified by preparative TLC (40% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-8ef73c9ef99c479d981b2a50e240fba5
Source dataset
uspto-grants-2007_09
Patent number
US07271266B2

Reaction notes

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