HCID 23001250, compound → HCID 178435947, compound

HRID 397827Notes

Reaction equation

HRID 397827 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[CH2:9][O:10][CH2:11][CH:12]2[CH2:39][CH2:38][C:15]3[N:16](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:17]=[N:18][C:14]=3[CH2:13]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(/C=C/COCC2CCC3N=CN(C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)C=3C2)C=CC=CC=1>C(O)(=O)C.O>[C:1]1(/[CH:7]=[CH:8]/[CH2:9][O:10][CH2:11][CH:12]2[CH2:39][CH2:38][C:15]3[NH:16][CH:17]=[N:18][C:14]=3[CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 23001250HCID 23001250, compoundHCID 23001259HCID 23001259, compound

Product 1

HCID 178435947HCID 178435947, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of (E)-5-(3-phenylallyloxymethyl)-1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazole and (E)-5-(3-phenylallyloxymethyl)-3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazole (501 mg, 0.98 mmol) was dissolved in a mixture of acetic acid (5.0 ml) and water (0.6 ml). The reaction mixture was stirred for 2 hours at 90° C. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (40 g), using DCM/methanol/25% aqueous ammonia (100:10:1) as eluent, to give 179 mg of the title compound.

Workup

  1. customThe solvent was removed in vacuo
  2. customThe crude product was purified by flash chromatography on silica (40 g)

Sources & evidence

ORD record
ord-cb40b09e40374a51911813c80d8445f5
Source dataset
uspto-grants-2003_08
Patent number
US06610721B2

Reaction notes

Loading…