HCID 23512743, compound → HCID 178520550, compound

HRID 2304933Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([NH:13][CH2:14][CH:15]2[CH2:42][CH2:41][C:18]3[N:19](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH:20]=[N:21][C:17]=3[CH2:16]2)=[O:12])=[CH:4][CH:3]=1.ClC1C=CC(CCCC(NCC2CCC3N=CN(C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)C=3C2)=O)=CC=1>C(O)(=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][C:11]([NH:13][CH2:14][CH:15]2[CH2:42][CH2:41][C:18]3[NH:19][CH:20]=[N:21][C:17]=3[CH2:16]2)=[O:12])=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 90 °C

Procedure

A solution of a mixture of 4-(4-chlorophenyl)-N-((1-triphenylmethyl-4,5,6,7-tetrahydro-1H-benzimidazol-5-yl)methyl)butyramide and 4-(4-chlorophenyl)-N-((3-triphenylmethyl-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl)methyl)butyramide (0.43 g, 0.72 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 0.21 g of the title compound.

Workup

customThe solvent was removed in vacuo
customThe crude product was purified by flash chromatography on silica (40 g)

Sources & evidence

ORD record: ord-82291b8a1db0492fbb32e517eeaa53c6
Source dataset: uspto-grants-2002_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06437147B1

Reaction notes

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