2-[5-(3,5-Dichloro-phenylsulfanyl)-4-isopropyl-2-methyl-imidazol-1-ylmethoxy]-ethanol → 5-(3,5-Dichlorophenylthio)-4-isopropyl-1-[2-(1-methoxycycloheptyloxy)ethoxymethyl]-2-methyl-1H-imidazole

HRID 1005510Notes

Reaction equation

HRID 1005510 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH2:15][O:16][CH2:17][CH2:18][OH:19])[C:13]([CH3:20])=[N:12][C:11]=2[CH:21]([CH3:23])[CH3:22])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH3:24][O:25][C:26]1(OC)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1>>[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH2:15][O:16][CH2:17][CH2:18][O:19][C:26]3([O:25][CH3:24])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[C:13]([CH3:20])=[N:12][C:11]=2[CH:21]([CH3:23])[CH3:22])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

3

Reactant 2

HCID 4781812-[5-(3,5-Dichloro-phenylsulfanyl)-4-isopropyl-2-methyl-imidazol-1-ylmethoxy]-ethanolHCID 128928771,1-Dimethoxycycloheptane

Product 1

HCID 187919645-(3,5-Dichlorophenylthio)-4-isopropyl-1-[2-(1-methoxycycloheptyloxy)ethoxymethyl]-2-methyl-1H-imidazoleYield 59.5%

Procedure

5-(3,5-Dichlorophenylthio)-4-isopropyl-1-[2-hydroxyethoxymethyl]-2-methyl-1H-imidazole (8) (450 mg, 1.20 mmol) prepared in accordance with the method as described in WO 96/10019 was converted to the acetal with 1,1-dimethoxycycloheptane (1.90 g, 12.0 mmol) in the same manner as the example 1 to give the compound 9 (358 mg, 59%) as oil. Rf 0.57 (Al2O3 60, Type E, 2:1 hexane -EtOAc).

Sources & evidence

ORD record
ord-f723ebfb630a4cdeb679734229cf25b5
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Reaction notes

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