Iodocyclohexane → 1-cyclohexyl-4-(4'-{4-(2,4-dichloro-phenyl)-1-[4-(1,1,4-trioxo-[1,2,5]thiadiazolidin-2-yl)-phenyl]-1H-imidazol-2-ylmethyl}-biphenyl-4-yl)-piperazin-2-one

HRID 2240686Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([CH2:36][C:37]2[CH:42]=[CH:41][C:40]([C:43]3[CH:48]=[CH:47][C:46]([N:49]4[CH2:54][CH2:53][NH:52][C:51](=[O:55])[CH2:50]4)=[CH:45][CH:44]=3)=[CH:39][CH:38]=2)[N:12]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C:23](=[O:25])[N:22](COCC[Si](C)(C)C)[S:21]3(=[O:35])=[O:34])=[CH:16][CH:15]=2)[CH:13]=1.I[CH:57]1[CH2:62][CH2:61][CH2:60][CH2:59][CH2:58]1>>[CH:57]1([N:52]2[CH2:53][CH2:54][N:49]([C:46]3[CH:45]=[CH:44][C:43]([C:40]4[CH:41]=[CH:42][C:37]([CH2:36][C:11]5[N:12]([C:14]6[CH:15]=[CH:16][C:17]([N:20]7[CH2:24][C:23](=[O:25])[NH:22][S:21]7(=[O:35])=[O:34])=[CH:18][CH:19]=6)[CH:13]=[C:9]([C:3]6[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=6[Cl:1])[N:10]=5)=[CH:38][CH:39]=4)=[CH:48][CH:47]=3)[CH2:50][C:51]2=[O:55])[CH2:62][CH2:61][CH2:60][CH2:59][CH2:58]1

Participants

Reactant 2

HCID 12289Iodocyclohexane

HCID 68583080HCID 68583080, compound

Product 1

HCID 593054521-cyclohexyl-4-(4'-{4-(2,4-dichloro-phenyl)-1-[4-(1,1,4-trioxo-[1,2,5]thiadiazolidin-2-yl)-phenyl]-1H-imidazol-2-ylmethyl}-biphenyl-4-yl)-piperazin-2-one

Procedure

4-[4′-(4-(2,4-Dichloro-phenyl)-1-{4-[1,1,4-trioxo-5-(2-trimethylsilanyl-ethoxy methyl)-[1,2,5]thiadiazolidin-2-yl]-phenyl}-1H-imidazol-2-ylmethyl)-biphenyl-4-yl]-piperazin-2-one (17 mg, 0.02 mmol) was treated as described in general procedure L [using iodocyclohexane (13 mg, 0.06 mmol)] and general procedure W stepwise to give 1-cyclohexyl-4-(4′-{4-(2,4-dichloro-phenyl)-1-[4-(1,1,4-trioxo-[1,2,5]thiadiazolidin-2-yl)-phenyl]-1H-imidazol-2-ylmethyl}-biphenyl-4-yl)-piperazin-2-one.

Sources & evidence

ORD record: ord-a2361fd1f30c4a198e465b3af2c97d72
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723369B2

Reaction notes

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