2-(Tributylstannyl)-1,3-thiazole → HCID 67226632, compound

HRID 2273762Notes

Reaction equation

HRID 2273762 reaction equation
Br[C:2]1[CH:3]=[C:4]([S:16]([NH2:19])(=[O:18])=[O:17])[CH:5]=[N:6][C:7]=1[O:8][CH2:9][CH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.C([Sn](CCCC)(CCCC)[C:25]1[S:26][CH:27]=[CH:28][N:29]=1)CCC>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[O:13]1[CH2:14][CH2:15][CH:10]([CH2:9][O:8][C:7]2[N:6]=[CH:5][C:4]([S:16]([NH2:19])(=[O:18])=[O:17])=[CH:3][C:2]=2[C:25]2[S:26][CH:27]=[CH:28][N:29]=2)[CH2:11][CH2:12]1

Participants

5

Reactant 2

HCID 27632592-(Tributylstannyl)-1,3-thiazoleHCID 67227697HCID 67227697, compound

Product 1

HCID 67226632HCID 67226632, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

A mixture of EXAMPLE 329B (0.070 g), 2-(tributylstannyl)thiazole (0.090 g), and tetrakis(triphenylphosphine)palladium(0) (0.069 g) in dioxane (2 mL) was heated at 90° C. for 4 hours. After cooling, the mixture was loaded onto a silica gel column and eluting with 1:3 ethyl acetate:hexanes to give the title compound.

Workup

  1. temperatureAfter cooling
  2. washeluting with 1:3 ethyl acetate

Sources & evidence

ORD record
ord-8674d0c3cebe4e3cae80c485e8994f26
Source dataset
uspto-grants-2015_09
Patent number
US09125913B2

Reaction notes

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