1-Aminopiperidine → HCID 10277329, compound

HRID 2101731Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:23](OCC)=[O:24])[N:11]([CH2:21][CH3:22])[C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])=[CH:4][CH:3]=1.[NH2:28][N:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>>[N:29]1([NH:28][C:23]([C:10]2[N:11]([CH2:21][CH3:22])[C:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[N:9]=2)=[O:24])[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

Reactant 2

HCID 166581-Aminopiperidine

HCID 22066065HCID 22066065, compound

Product 1

HCID 10277329HCID 10277329, compound

Conditions

Temperature: 90 °C

Procedure

A mixture of ethyl 4-(4-chlorophenyl)-5-(2,4-dichlorophenyl)-1-ethylimidazole-2-carboxylate (25 mg, 0.06 mmol) from Step B in neat 1-aminopiperidine (2 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

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

Sources & evidence

ORD record: ord-e9d8c0ea05df43d6b29a12ed3c9e497f
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07572785B2

Reaction notes

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