Carbamate → [5-(3,5-dichlorophenyl)sulfanyl-4-isopropyl-1-(4-pyridylmethyl)imidazol-2-yl]methyl N-octanoylcarbamate

HRID 1005553

Reaction equation

HRID 1005553 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH2:15][C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[C:13]([CH2:22][OH:23])=[N:12][C:11]=2[CH:24]([CH3:26])[CH3:25])[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(=O)([O-])N.[C:31]([N:40]=[C:41]=[O:42])(=[O:39])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]>>[C:31]([NH:40][C:41](=[O:42])[O:23][CH2:22][C:13]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[C:10]([S:9][C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=2)=[C:11]([CH:24]([CH3:26])[CH3:25])[N:12]=1)(=[O:39])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

Participants

4

Reactant 3

HCID 276CarbamateHCID 9844329{5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanolHCID 18791988Octanoyl isocyanate

Product 1

HCID 478193[5-(3,5-dichlorophenyl)sulfanyl-4-isopropyl-1-(4-pyridylmethyl)imidazol-2-yl]methyl N-octanoylcarbamateYield 56%

Procedure

The compound 89 (101-1048 (816 mg, 2.00 mmol) was converted to the carbamate with octanoyl isocyanate (5 eq.) in the same manner as the example 66 to give the compound 91 (650 mg, 56%) as crystals. Mp. 139-141° C. Rf 0.34 (EtOAc).

Sources & evidence

ORD record
ord-e73b23b2ac694e30b105f27a1b58e5b1
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Linked notes

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