Ethanol → HCID 178452256, compound

HRID 549928

Reaction equation

HRID 549928 reaction equation
Cl[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([Cl:11])=[CH:10][C:4]=2[N:3]=1.[C:12]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].CCO>C(N(CC)CC)C>[Cl:11][C:9]1[CH:8]=[CH:7][C:5]2[NH:6][C:2]([N:22]3[CH2:21][CH2:20][N:19]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:24][CH2:23]3)=[N:3][C:4]=2[CH:10]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 143452tert-Butyl piperazine-1-carboxylateHCID 3354732,5-Dichlorobenzimidazole

Product 1

HCID 178452256HCID 178452256, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
170 °C

Procedure

To 2,5-dichloro-1H-benzimidazole (100 mg, Synth. Commun, 1998, 28, 9, 1703-12) and Boc-piperazine (150 mg) was added dry EtOH (5 mL) and then triethylamine (0.112 mL) and the reaction was heated in a microwave at 150° C. for 1 h. The reaction was then heated further for 2.5 h at 170° C. The solvent was then evaporated in vacuo and the residue purified by column chromatography 30-100% EtOAC:hexanes to afford the title compound (72 mg) as a colourless oil.

Workup

  1. customThe solvent was then evaporated in vacuo
  2. customthe residue purified by column chromatography 30-100% EtOAC

Sources & evidence

ORD record
ord-bc012cfab50645dc94a5427cbd3e46e4
Source dataset
uspto-grants-2011_05
Patent number
US07943768B2

Linked notes

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