HCID 23001257, compound → HCID 178420257, compound

HRID 397834Notes

Reaction equation

HRID 397834 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH:13]2[CH2:40][CH2:39][C:16]3[N:17](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:18]=[N:19][C:15]=3[CH2:14]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CCCCOCC2CCC3N=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([CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH:13]2[CH2:40][CH2:39][C:16]3[NH:17][CH:18]=[N:19][C:15]=3[CH2:14]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 23001257HCID 23001257, compoundHCID 23001272HCID 23001272, compound

Product 1

HCID 178420257HCID 178420257, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 5-(4-phenylbutoxymethyl)-1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazole and 5-(4-phenylbutoxymethyl)-3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazole (0.50 g, 0.95 mmol) was dissolved in a mixture of acetic acid (5 ml) and water (0.6 ml). The reaction mixture was heated to 90° C. for 2 hours. 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 0.27 g 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-a1abd900545d4978ab945919be7e9f3b
Source dataset
uspto-grants-2003_08
Patent number
US06610721B2

Reaction notes

Loading…