2-Bromobenzaldehyde → 5-(4-{4-(2,4-Dichloro-phenyl)-2-[4'-(3-ethyl-cyclobutyl)-biphenyl-4-ylmethy]-imidazol-1-yl}-phenyl)-1,2,5-thiadiazolidine-3-one-1,1-dioxide

HRID 2240691Notes

Reaction equation

HRID 2240691 reaction equation
Br[C:2]1[CH:35]=[CH:34][C:5]([CH2:6][C:7]2[N:8]([C:20]3[CH:25]=[CH:24][C:23]([N:26]4[S:30](=[O:32])(=[O:31])[NH:29][C:28](=[O:33])[CH2:27]4)=[CH:22][CH:21]=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.[CH2:36]([CH:38]1[CH2:41][CH:40]([C:42]2[CH:47]=[CH:46][C:45](B(O)O)=[CH:44][CH:43]=2)[CH2:39]1)[CH3:37].BrC1C=CC(C2CC(=O)C2)=CC=1.BrC1C=CC=CC=1C=O>>[Cl:19][C:13]1[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=1[C:10]1[N:11]=[C:7]([CH2:6][C:5]2[CH:34]=[CH:35][C:2]([C:45]3[CH:44]=[CH:43][C:42]([CH:40]4[CH2:41][CH:38]([CH2:36][CH3:37])[CH2:39]4)=[CH:47][CH:46]=3)=[CH:3][CH:4]=2)[N:8]([C:20]2[CH:21]=[CH:22][C:23]([N:26]3[S:30](=[O:32])(=[O:31])[NH:29][C:28](=[O:33])[CH2:27]3)=[CH:24][CH:25]=2)[CH:9]=1

Participants

5

Reactant 4

HCID 811292-BromobenzaldehydeHCID 45896953-(4-Bromophenyl)cyclobutan-1-oneHCID 593054905-{4-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxideHCID 685836294-(3-Ethyl-cyclobutyl)phenylboronic acid

Product 1

HCID 593054055-(4-{4-(2,4-Dichloro-phenyl)-2-[4'-(3-ethyl-cyclobutyl)-biphenyl-4-ylmethy]-imidazol-1-yl}-phenyl)-1,2,5-thiadiazolidine-3-one-1,1-dioxide

Procedure

5-{4-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide (59 mg, 0.1 mmol) was treated as described in general procedure G using 4-(3-ethyl-cyclobutyl)phenylboronic acid (41 mg, 0.2 mmol, prepared according to general procedure Y using 3-(4-bromophenyl)cyclobutan-1-one in stead of bromobenzaldehyde) to give 5-(4-{4-(2,4-dichloro-phenyl)-2-[4′-(3-ethyl-cyclobutyl)-biphenyl-4-ylmethyl]-imidazol-1-yl}-phenyl)-1,2,5-thiadiazolidine-3-one-1,1-dioxide.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-2b60953aa55343c18c351007a17b1a5f
Source dataset
uspto-grants-2010_05
Patent number
US07723369B2

Reaction notes

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