4-(Tributylstannyl)-2-(trimethylsilyl)thiazole → 2-Fluoro-4-[2-methyl-5-[4-(2-trimethylsilyl-1,3-thiazol-4-yl)phenyl]-1,3-oxazol-4-yl]benzenesulfonamide

HRID 497299Notes

Reaction equation

HRID 497299 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH3:13])=[N:10][C:9]=2[C:14]2[CH:19]=[CH:18][C:17]([S:20]([NH2:23])(=[O:22])=[O:21])=[C:16]([F:24])[CH:15]=2)=[CH:4][CH:3]=1.C([Sn](CCCC)(CCCC)[C:30]1[N:31]=[C:32]([Si:35]([CH3:38])([CH3:37])[CH3:36])[S:33][CH:34]=1)CCC>>[F:24][C:16]1[CH:15]=[C:14]([C:9]2[N:10]=[C:11]([CH3:13])[O:12][C:8]=2[C:5]2[CH:6]=[CH:7][C:2]([C:30]3[N:31]=[C:32]([Si:35]([CH3:38])([CH3:37])[CH3:36])[S:33][CH:34]=3)=[CH:3][CH:4]=2)[CH:19]=[CH:18][C:17]=1[S:20]([NH2:23])(=[O:22])=[O:21]

Participants

3

Reactant 2

HCID 223166804-(Tributylstannyl)-2-(trimethylsilyl)thiazoleHCID 223168974-[5-(4-Bromophenyl)-2-methyl-1,3-oxazol-4-yl]-2-fluorobenzenesulfonamide

Product 1

HCID 223167742-Fluoro-4-[2-methyl-5-[4-(2-trimethylsilyl-1,3-thiazol-4-yl)phenyl]-1,3-oxazol-4-yl]benzenesulfonamide

Procedure

The title compound was prepared according to the procedure of Example 153 (step 4) using 4-[5-(4-Bromophenyl)-2-methyl-1,3-oxazol-4-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-9abb8a4f507e4a40bebf5862e6adaa6b
Source dataset
uspto-grants-2005_09
Patent number
US06949536B2

Reaction notes

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