Cyclohexylamine → HCID 9847217, compound

HRID 2101725Notes

Reaction equation

HRID 2101725 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:22](OCC)=[O:23])[N:12]([CH3:21])[C:13]=1[C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1.[CH:27]1([NH2:33])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH:27]1([NH:33][C:22]([C:11]2[N:12]([CH3:21])[C:13]([C:14]3[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=3)=[C:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])[N:10]=2)=[O:23])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 7965CyclohexylamineHCID 10179718HCID 10179718, compound

Product 1

HCID 9847217HCID 9847217, compound

Conditions

Temperature
90 °C

Procedure

A mixture of ethyl 4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-1-methylimidazole-2-carboxylate (20 mg, 0.05 mmol) from Step A in neat cyclohexylamine (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

  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-1725e9a32c3043088d8ca5663defef18
Source dataset
uspto-grants-2009_08
Patent number
US07572785B2

Reaction notes

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