1,2-Diphenylethylamine → HCID 67250671, compound

HRID 1514001Notes

Reaction equation

HRID 1514001 reaction equation
[C:1]1([CH:7]([NH2:15])[CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]2[CH2:27][CH2:26][C:25](OC)=[N:24]2)=[CH:19][CH:18]=1>C(O)(C)C>[Br:16][C:17]1[CH:18]=[CH:19][C:20]([CH:23]2[N:24]=[C:25]([NH:15][CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:26][CH2:27]2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 264821,2-DiphenylethylamineHCID 67250945HCID 67250945, compound

Product 1

HCID 67250671HCID 67250671, compoundYield 55.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 1,2-diphenyl-ethylamine (500 mg, 2.5 mmol) and 2-(4-bromo-phenyl)-5-methoxy-3,4-dihydro-2H-pyrrole (770 mg, 3.04 mmol) in isopropanol (3 mL) was stirred at 150° C. for 1 h under microwave irradiation (300 W). The resulting suspension was concentrated under reduced pressure. Flash column chromatography purification (NH2-modified SiO2, gradient of cyclohexane/ethyl acetate) of the residue yielded 580 mg (55%) of the desired product as a colorless solid.

Workup

  1. concentrationThe resulting suspension was concentrated under reduced pressure
  2. customFlash column chromatography purification (NH2-modified SiO2, gradient of cyclohexane/ethyl acetate) of the residue

Sources & evidence

ORD record
ord-7a6efa2ba20d4ac4bc313e19e41915ea
Source dataset
uspto-grants-2012_07
Patent number
US08221775B2

Reaction notes

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