Acetic Acid → HCID 66777345, compound

HRID 878476Notes

Reaction equation

HRID 878476 reaction equation
[CH:1]1([NH:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[NH:11][C:12](=O)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH2:3][CH2:2]1.C(O)(=O)C>C1(C)C=CC=CC=1>[CH:1]1([N:4]2[C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[N:11]=[C:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 66778512HCID 66778512, compound

Product 1

HCID 66777345HCID 66777345, compoundYield 67.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of methyl 8-(2-(cyclopropylamino)phenylamino)-8-oxooctanoate (390 mg) in toluene was added a drop of acetic acid. The reaction was heated to 110° C. overnight and concentrated. The residue was purified by biotage column chromatography to give methyl 7-(1-cyclopropyl-1H-benzo[d]imidazol-2-yl)heptanoate (249 mg)

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by biotage column chromatography

Sources & evidence

ORD record
ord-f001d43fb6fd47b7865dd464a2b463a6
Source dataset
uspto-grants-2015_03
Patent number
US08987468B2

Reaction notes

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