2-Azidomethyl-4-(3,5-difluorophenylthio)-1-ethyl-5-isopropyl-1h-imidazole → 1-[5-(3,5-Dichlorophenylthio)-2-hydroxymethyl-4-isopropyl-imidazol-1-yl]-propan-2-one

HRID 1857708Notes

Reaction equation

HRID 1857708 reaction equation
[C:1]([CH2:4][N:5]1[C:9]([S:10][C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[CH:12]=2)=[C:8]([CH:19]([CH3:21])[CH3:20])[N:7]=[C:6]1[CH2:22][O:23]CC1C=CC(OC)=CC=1)(=[O:3])[CH3:2].N(CC1N(CC)C(C(C)C)=C(SC2C=C(F)C=C(F)C=2)N=1)=[N+]=[N-]>>[C:1]([CH2:4][N:5]1[C:9]([S:10][C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[CH:12]=2)=[C:8]([CH:19]([CH3:20])[CH3:21])[N:7]=[C:6]1[CH2:22][OH:23])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 221303372-Azidomethyl-4-(3,5-difluorophenylthio)-1-ethyl-5-isopropyl-1h-imidazoleHCID 221309871-acetylmethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole

Product 1

HCID 4739401-[5-(3,5-Dichlorophenylthio)-2-hydroxymethyl-4-isopropyl-imidazol-1-yl]-propan-2-one

Procedure

Compound I-32 was obtained from 1-acetylmethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole (17v) by the same synthetic process as that for Compound I-16 in Example 16 (yield 45%). mp 165-167° C.

Sources & evidence

ORD record
ord-d8ee87aabd8340d799063a89c3c61eed
Source dataset
uspto-grants-2000_11
Patent number
US06147097

Reaction notes

Loading…