Carbamate → 5-(3,5-Dichlorophenylthio)-4-isopropyl-1-(4-pyridylmethyl)-1H-imidazol-2-ylmethyl myristoylcarbamate

HRID 1005555

Reaction equation

HRID 1005555 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:46]=[C:47]=[O:48])(=[O:45])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]>>[C:31]([NH:46][C:47](=[O:48])[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:45])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]

Participants

4

Reactant 3

HCID 276CarbamateHCID 9844329{5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanolHCID 18792057HCID 18792057, compound

Product 1

HCID 696890125-(3,5-Dichlorophenylthio)-4-isopropyl-1-(4-pyridylmethyl)-1H-imidazol-2-ylmethyl myristoylcarbamateYield 46%

Procedure

The compound 89 (245 mg, 0.6 mmol) was converted to the carbamate with myristoyl isocyanate (5 eq.) in the same manner as the example 66 to give the compound 94 (182 mg, 46%) as oil. Rf 0.41 (EtOAc).

Sources & evidence

ORD record
ord-96cfbe9e7b5241499fc6a48d123ef6e9
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Linked notes

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