HCID 23001253, compound → HCID 178506383, compound

HRID 397845Notes

Reaction equation

HRID 397845 reaction equation
[F:1][C:2]([F:49])([F:48])[O:3][C:4]1[CH:5]=[C:6]([CH:45]=[CH:46][CH:47]=1)[O:7][C:8]1[CH:44]=[CH:43][CH:42]=[CH:41][C:9]=1[CH2:10][O:11][CH2:12][CH:13]1[CH2:40][CH2:39][C:16]2[N:17](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:18]=[N:19][C:15]=2[CH2:14]1.FC(F)(F)OC1C=C(C=CC=1)OC1C=CC=CC=1COCC1CCC2N=CN(C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)C=2C1>C(O)(=O)C.O>[F:49][C:2]([F:1])([F:48])[O:3][C:4]1[CH:5]=[C:6]([CH:45]=[CH:46][CH:47]=1)[O:7][C:8]1[CH:44]=[CH:43][CH:42]=[CH:41][C:9]=1[CH2:10][O:11][CH2:12][CH:13]1[CH2:40][CH2:39][C:16]2[NH:17][CH:18]=[N:19][C:15]=2[CH2:14]1

Participants

5

Reactant 2

HCID 23001253HCID 23001253, compoundHCID 23001275HCID 23001275, compound

Product 1

HCID 178506383HCID 178506383, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A solution of a mixture of 5-[2-(3-(trifluoromethoxy)phenoxy)benzyloxymethyl]-1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazole and 5-[2-(3-(trifluoromethoxy)phenoxy)benzyloxymethyl]-3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazole (600 mg, 0.91 mmol) in a mixture of acetic acid (9 ml) and water (1 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 (60 g), using DCM/methanol/−25% aqueous ammonia as eluent, to give 251 mg of the title compound.

Workup

  1. customThe solvent was removed in vacuo
  2. customThe crude product was purified by flash chromatography on silica (60 g)

Sources & evidence

ORD record
ord-1c7af95acd1b41748be9c8e4e7be1a06
Source dataset
uspto-grants-2003_08
Patent number
US06610721B2

Reaction notes

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