HCID 23512754, compound → HCID 178528014, compound

HRID 2304930Notes

Reaction equation

HRID 2304930 reaction equation
[CH:1]1([NH:7][C:8]([NH: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)=[S:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(NC(NCC2CCC3N=CN(C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)C=3C2)=S)CCCCC1>C(O)(=O)C.O>[CH:1]1([NH:7][C:8]([NH: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)=[S:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 23512754HCID 23512754, compoundHCID 23512872HCID 23512872, compound

Product 1

HCID 178528014HCID 178528014, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A solution of a mixture of 1-cyclohexyl-3-((1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazol-5-yl)methyl)thiourea and 1-cyclohexyl-3-((3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl)methyl)thiourea (770 mg, 1.44 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 a mixture of DCM/methanol/25% aqueous ammonia (100:10:1) as eluent, to give 400 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)
  3. additiona mixture of DCM/methanol/25% aqueous ammonia (100:10:1) as eluent

Sources & evidence

ORD record
ord-50858dd492654baf99d9fbc671078f1a
Source dataset
uspto-grants-2002_08
Patent number
US06437147B1

Reaction notes

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