HCID 58548623, compound → HCID 58548667, compound

HRID 1846774Notes

Reaction equation

HRID 1846774 reaction equation
C[O:2][CH:3]1[CH2:8][CH2:7][CH:6]([C:9]2[NH:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[N:10]=2)[CH2:5][CH2:4]1>I.O>[NH:10]1[C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=[C:9]1[CH:6]1[CH2:7][CH2:8][CH:3]([OH:2])[CH2:4][CH2:5]1

Participants

4

Reactant 1

HCID 58548623HCID 58548623, compound

Product 1

HCID 58548667HCID 58548667, compoundYield 85.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 24841Hydrogen iodideSolvent

Procedure

A solution of 2-(4-methoxy-cyclohexyl)-1H-benzoimidazole (500 mg, 2.17 mmol) in HI (35%) (5 mL) was heated to 90° C. for 1 h. The reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2×10 mL); the organic layers was combined and washed with brine (2×10 mL), dried over Na2SO4, and concentrated to give the desired product (400 mg, 1.85 mmol, 85% yield) as brown solid.

Workup

  1. extractionextracted with EtOAc (2×10 mL)
  2. washwashed with brine (2×10 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-37868879fe8a479cb128d17bc5a85484
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

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