(1-Phenylcyclopentyl)methanamine → (1-Phenylcyclopentyl)methyl-3-(2,2,6-trimethyl-2,3-dihydrobenzofuran-7-yl)urea

HRID 1439928

Reaction equation

HRID 1439928 reaction equation
[C:1]1([C:7]2([CH2:12][NH2:13])[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:14][C:15]1([CH3:28])[CH2:19][C:18]2[CH:20]=[CH:21][C:22]([CH3:27])=[C:23]([N:24]=[C:25]=[O:26])[C:17]=2[O:16]1>C(OCC)(=O)C>[C:1]1([C:7]2([CH2:12][NH:13][C:25]([NH:24][C:23]3[C:17]4[O:16][C:15]([CH3:14])([CH3:28])[CH2:19][C:18]=4[CH:20]=[CH:21][C:22]=3[CH3:27])=[O:26])[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 205131(1-Phenylcyclopentyl)methanamineHCID 189850842,2,6-Trimethyl-2,3-dihydrobenzofuran-7-yl isocyanate

Product 1

HCID 22078692(1-Phenylcyclopentyl)methyl-3-(2,2,6-trimethyl-2,3-dihydrobenzofuran-7-yl)urea

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 60 mg amount of (1-phenycyclopentyl)methylamine was added to a solution of 70 mg of 2,2,6-trimethyl-2,3-dihydrobenzofuran-7-yl isocyanate in 2 ml of ethyl acetate, and the mixture was stirred at room temperature for 15 hrs. The solvent was removed by evaporation under reduced pressure, and the residue was subjected to recrystallization to provide 65 mg of the intended title compound.

Workup

  1. customThe solvent was removed by evaporation under reduced pressure
  2. customthe residue was subjected to recrystallization

Sources & evidence

ORD record
ord-cdba0ed79de547ddb1a2cc12c0538a35
Source dataset
uspto-grants-1996_03
Patent number
US05496853

Linked notes

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