4-(Tributylstannyl)-2-(trimethylsilyl)thiazole → 2-Fluoro-4-[4-methyl-2-[4-(2-trimethylsilylthiazol-4-yl)phenyl)-1H-imidazol-1-yl]benzenesulfonamide

HRID 1597593Notes

Reaction equation

HRID 1597593 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([C:15]3[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[C:17]([F:25])[CH:16]=3)[CH2:10][C:11](O)([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.C([Sn](CCCC)(CCCC)[C:31]1[N:32]=[C:33]([Si:36]([CH3:39])([CH3:38])[CH3:37])[S:34][CH:35]=1)CCC>>[F:25][C:17]1[CH:16]=[C:15]([N:9]2[CH:10]=[C:11]([CH3:13])[N:12]=[C:8]2[C:5]2[CH:6]=[CH:7][C:2]([C:31]3[N:32]=[C:33]([Si:36]([CH3:39])([CH3:38])[CH3:37])[S:34][CH:35]=3)=[CH:3][CH:4]=2)[CH:20]=[CH:19][C:18]=1[S:21]([NH2:24])(=[O:23])=[O:22]

Participants

3

Reactant 2

HCID 223166804-(Tributylstannyl)-2-(trimethylsilyl)thiazoleHCID 223167464-[2-(4-bromophenyl)-4-hydroxy-4-methyl-1H-imidazol-1-yl]-2-fluorobenzenesulfonamide

Product 1

HCID 223170002-Fluoro-4-[4-methyl-2-[4-(2-trimethylsilylthiazol-4-yl)phenyl)-1H-imidazol-1-yl]benzenesulfonamide

Procedure

The title compound was prepared according to the procedure of Example 153 (step 4) using 4-[2-(4-bromophenyl)-4-hydroxy-4-methyl-1H-imidazol-1-yl]-2-fluorobenzenesulfonamide instead of 2-(4-bromophenyl)-1-[3-fluoro-4-(methylsulfonyl)phenyl]-4-trifluoromethyl-1H-imidazole and using 4-(tributylstannyl)-2-trimethylsilylthiazole instead of 4-(tributylstannyl)thiazole. The crude product was used next reaction without further purification.

Workup

  1. customreaction
  2. customwithout further purification

Sources & evidence

ORD record
ord-a0a328f81cce47fc905ea63b25f8cc5f
Source dataset
uspto-grants-2001_09
Patent number
US06294558B1

Reaction notes

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