1-Aminopiperidine → HCID 10207068, compound

HRID 2101716Notes

Reaction equation

HRID 2101716 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([C:23]([O:25]CC)=O)[N:12]([CH3:22])[C:13]=1[C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=1[Cl:21].[NH2:28][N:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>>[N:29]1([NH:28][C:23]([C:11]2[N:12]([CH3:22])[C:13]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=3[Cl:21])=[C:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])[N:10]=2)=[O:25])[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

3

Conditions

Temperature
90 °C

Procedure

A mixture of ethyl 4,5-di-(2,4-dichlorophenyl)-1-methylimidazole-2-carboxylate (20 mg, 0.045 mmol) from Step D in neat 1-aminopiperidine (1 mL) was heated at 90° C. for 72 hr. Most of the amine was evaporated under a stream of nitrogen and the residue was purified by Prep TLC (1 mm, silica) (25% ethyl acetate in hexanes to afford the title compound.

Workup

  1. customMost of the amine was evaporated under a stream of nitrogen
  2. customthe residue was purified by Prep TLC (1 mm, silica) (25% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-905683a8e220473e890cdcd08201566e
Source dataset
uspto-grants-2009_08
Patent number
US07572785B2

Reaction notes

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