Acetic Acid → HCID 178419952, compound

HRID 397825Notes

Reaction equation

HRID 397825 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][CH2:13][CH:14]1[CH2:41][CH2:40][C:17]2[N:18](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:19]=[N:20][C:16]=2[CH2:15]1.C1C2C(=CC=CC=2)C=CC=1COCC1CCC2N=CN(C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)C=2C1.C(O)(=O)C>O>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][CH2:13][CH:14]1[CH2:41][CH2:40][C:17]2[NH:18][CH:19]=[N:20][C:16]=2[CH2:15]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 23001222HCID 23001222, compoundHCID 23001269HCID 23001269, compound

Product 1

HCID 178419952HCID 178419952, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A solution of a mixture of 5-(((2-naphthyl)methoxy)methyl)-1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazole and 5-(((2-naphthyl)methoxy)methyl)-3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazole (590 mg, 1.1 mmol) in a mixture of glacial acetic acid (5 ml) and water (0.6 ml) was heated to 70° C. for 2 hours. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica, using DCM/methanol/25% aqueous ammonia (100:10:1) as eluent, to give 300 mg of the title compound.

Workup

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

Sources & evidence

ORD record
ord-591cda997984418cb9a191d1eb720e72
Source dataset
uspto-grants-2003_08
Patent number
US06610721B2

Reaction notes

Loading…