HCID 23001224, compound → HCID 178509781, compound

HRID 397832Notes

Reaction equation

HRID 397832 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:8]2[C:12]3[CH2:13][CH2:14][CH:15]([CH2:17][O:18][CH2:19][C:20]4[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=4)[C:23]#[N:24])[CH2:16][C:11]=3[N:10]=[CH:9]2)C=CC=CC=1.C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)N2C3CC(COCC4C=C(C=CC=4)C#N)CCC=3N=C2)C=CC=CC=1>C(O)(=O)C.O>[NH:8]1[C:12]2[CH2:13][CH2:14][CH:15]([CH2:17][O:18][CH2:19][C:20]3[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=3)[C:23]#[N:24])[CH2:16][C:11]=2[N:10]=[CH:9]1

Participants

5

Reactant 2

HCID 23001224HCID 23001224, compoundHCID 23001248HCID 23001248, compound

Product 1

HCID 178509781HCID 178509781, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A solution of a mixture of 3-(((1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazol-5-yl)methoxy)methyl)benzonitrile and 3-(((3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl)methoxy)methyl)benzonitrile (0.18 g, 0.34 mmol) in acetic acid (5 ml) and water (0.6 ml) 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 71 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-ae65dcc7b80141299c4984e57b2fcd80
Source dataset
uspto-grants-2003_08
Patent number
US06610721B2

Reaction notes

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