5-{3-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide → 5-{3-[2-(3'-Cyclohexylmethylsulfanyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide

HRID 2240673Notes

Reaction equation

HRID 2240673 reaction equation
Br[C:2]1[CH:35]=[CH:34][C:5]([CH2:6][C:7]2[N:8]([C:20]3[CH:21]=[C:22]([N:26]4[S:30](=[O:32])(=[O:31])[NH:29][C:28](=[O:33])[CH2:27]4)[CH:23]=[CH:24][CH:25]=3)[CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=3[Cl:19])[N:11]=2)=[CH:4][CH:3]=1.[CH:36]1([CH2:42][S:43][C:44]2[CH:45]=[C:46](B(O)O)[CH:47]=[CH:48][CH:49]=2)[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1>>[CH:36]1([CH2:42][S:43][C:44]2[CH:45]=[C:46]([C:2]3[CH:35]=[CH:34][C:5]([CH2:6][C:7]4[N:8]([C:20]5[CH:21]=[C:22]([N:26]6[S:30](=[O:32])(=[O:31])[NH:29][C:28](=[O:33])[CH2:27]6)[CH:23]=[CH:24][CH:25]=5)[CH:9]=[C:10]([C:12]5[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=5[Cl:19])[N:11]=4)=[CH:4][CH:3]=3)[CH:47]=[CH:48][CH:49]=2)[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]1

Participants

3

Reactant 2

HCID 593055095-{3-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxideHCID 685831883-(Cyclohexylmethylsulfanyl)phenylboronic acid

Product 1

HCID 249964285-{3-[2-(3'-Cyclohexylmethylsulfanyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide

Procedure

5-{3-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide (119 mg, 0.2 mmol) was treated as described in general procedure G using 3-(cyclohexylmethylsulfanyl)phenylboronic acid (100 mg, 0.4 mmol, prepared according to general procedure I) to give 5-{3-[2-(3′-cyclohexylmethylsulfanyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide.

Sources & evidence

ORD record
ord-8f1478eaff2f451fac7d372df9fc0eaf
Source dataset
uspto-grants-2010_05
Patent number
US07723369B2

Reaction notes

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