1-Benzyl-5-(2-phenylindan-1-ylidenemethyl)-1H-imidazole → HCID 178420044, compound

HRID 1935742Notes

Reaction equation

HRID 1935742 reaction equation
C([N:8]1[C:12]([CH:13]=[C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][CH:15]2[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:11][N:10]=[CH:9]1)C1C=CC=CC=1.C(N1C(C=C2C3C(=CC=C(OC)C=3)CC2C2C=CC=CC=2)=CN=C1)C1C=CC=CC=1>C(O)(=O)C.[Pd]>[C:23]1([CH:15]2[CH2:16][C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]2[CH2:13][C:12]2[N:8]=[CH:9][NH:10][CH:11]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 698316891-Benzyl-5-(2-phenylindan-1-ylidenemethyl)-1H-imidazoleHCID 698324681-benzyl-5-(6-methoxy-2-phenylindan-1-ylidenemethyl)-1H-imidazole

Product 1

HCID 178420044HCID 178420044, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The crude 1-benzyl-5-(2-phenylindan-1-ylidenemethyl)-1H-imidazole in acetic acid was shaken with palladium on charcoal as 1-benzyl-5-(6-methoxy-2-phenylindan-1-ylidenemethyl)-1H-imidazole above except in this case for 2 days at 60-70° C. under normal pressure. The hydrochloride salt of the purified product was the mixture of the cis and trans diastereomers (cis:trans 96:4).

Workup

  1. additionthe mixture of the cis and trans diastereomers (cis:trans 96:4)

Sources & evidence

ORD record
ord-c0cacbc7f4984610879b75edd67fed5c
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Reaction notes

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