Hydrochloric Acid → HCID 178505645, compound

HRID 397841Notes

Reaction equation

HRID 397841 reaction equation
[F:1][C:2]1[CH:45]=[CH:44][C:5]([CH2:6][C:7]2[CH:43]=[CH:42][CH:41]=[CH:40][C:8]=2[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:4][CH:3]=1.FC1C=CC(CC2C=CC=CC=2COCC2CCC3N=CN(C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)C=3C2)=CC=1.Cl.C(OCC)(=O)C>O.C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2[CH:43]=[CH:42][CH:41]=[CH:40][C:8]=2[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:44][CH:45]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 23001220HCID 23001220, compoundHCID 23001256HCID 23001256, compound

Product 1

HCID 178505645HCID 178505645, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A solution of a mixture of 5-[2-(4-fluorobenzyl)benzyloxymethyl]1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazole and 5-[2-(4-fluorobenzyl)benzyloxymethyl]-3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazole (0.62 g, 1.0 mmol) in water (0.6 ml) and glacial acetic acid (5 ml) was heated to 90° C. for 2.5 h. The solvent was removed in vacuo. The residue was dissolved in ethyl acetate (50 ml). A 3.5 M solution of hydrogen chloride in ethyl acetate (0.6 ml, 2.1 mmol) was added. The solvent was removed in vauco. The residue was dissolved in ethyl acetate (30 ml). A precipitation appeared, which was isolated to give 235 mg of the hydrochloride salt of the title compound.

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate (50 ml)
  3. customThe solvent was removed in vauco
  4. dissolutionThe residue was dissolved in ethyl acetate (30 ml)
  5. customA precipitation
  6. customwhich was isolated

Sources & evidence

ORD record
ord-3c70c3b8eba14a07ab0d2371b40729fe
Source dataset
uspto-grants-2003_08
Patent number
US06610721B2

Reaction notes

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