Toluene → HCID 58951910, compound

HRID 254508Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1CC#N.C[Al](C)C.[CH2:19]([NH2:22])[CH2:20][NH2:21].[C:23]1(C)C=CC=C[CH:24]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([F:9])([F:10])[F:11])=[C:6]([CH:7]=1)[CH2:23][C:24]1[NH:21][CH2:20][CH2:19][N:22]=1

Participants

Reactant 4

HCID 1140Toluene

HCID 3301Ethylenediamine

HCID 27375982-Fluoro-5-(Trifluoromethyl)Phenylacetonitrile

HCID 16682925Trimethylaluminum

Product 1

HCID 58951910HCID 58951910, compound

Procedure

2-(5-Fluoro-2-trifluoromethyl-benzyl)-4,5-dihydro-1H-imidazole was prepared from (2-fluoro-5-trifluoromethyl-phenyl)-acetonitrile and the complex of trimethylaluminium with ethylene diamine in toluene at reflux for 18 hours in analogy to M. P. Wentland et al., J. Med. Chem. 30, 1482 (1987): brown solid; MS (ISP): 247.0 ((M+H)+.).

Sources & evidence

ORD record: ord-f340f0de59b54a45a6c7e90c4adf533e
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07875645B2

Reaction notes

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