HCID 23001254, compound → HCID 178420089, compound

HRID 397828Notes

Reaction equation

HRID 397828 reaction equation
[C:1]1([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:6]=[CH:5][C:4]([CH2:7][O:8][CH2:9][CH:10]2[CH2:37][CH2:36][C:13]3[N:14](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:15]=[N:16][C:12]=3[CH2:11]2)=[CH:3][CH:2]=1.C1(C2C=CC=CC=2)C=CC(COCC2CCC3N=CN(C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)C=3C2)=CC=1>C(O)(=O)C.O>[C:1]1([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:2]=[CH:3][C:4]([CH2:7][O:8][CH2:9][CH:10]2[CH2:37][CH2:36][C:13]3[NH:14][CH:15]=[N:16][C:12]=3[CH2:11]2)=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 23001254HCID 23001254, compoundHCID 23001271HCID 23001271, compound

Product 1

HCID 178420089HCID 178420089, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A solution of a mixture of 5-((biphenyl-4-yl)methoxymethyl)-1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazole and 5-((biphenyl-4-yl)methoxymethyl)-3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazole (440 mg, 0.78 mmol) in a mixture of acetic acid (5 ml) and water (0.6 ml) was heated to 90° C. for 2.25 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 220 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-60d12842e04740ba906ae6ae039ab63d
Source dataset
uspto-grants-2003_08
Patent number
US06610721B2

Reaction notes

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