Acetic Acid → HCID 178500251, compound

HRID 878466Notes

Reaction equation

HRID 878466 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=O)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18].C(O)(=O)C>C1(C)C=CC=CC=1>[Br:8][C:6]1[CH:5]=[CH:4][C:3]2[NH:9][C:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[N:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 66777671HCID 66777671, compound

Product 1

HCID 178500251HCID 178500251, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of methyl 8-(2-amino-4-bromophenylamino)-8-oxooctanoate (140 mg, 0.395 mmol) 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-(5-bromo-1H-benzimidazol-2-yl)heptanoate (113 mg)

Workup

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

Sources & evidence

ORD record
ord-f678fafd10f84c349c9b988b7fb3dca5
Source dataset
uspto-grants-2015_03
Patent number
US08987468B2

Reaction notes

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