Sodium Carbonate → HCID 10136621, compound

HRID 1072659Notes

Reaction equation

HRID 1072659 reaction equation
Br[C:2]1[CH:18]=[CH:17][C:5]([O:6][CH:7]([CH3:16])[CH2:8][NH:9][S:10]([CH:13]([CH3:15])[CH3:14])(=[O:12])=[O:11])=[CH:4][CH:3]=1.[S:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1.C(=O)([O-])[O-].[Na+].[Na+]>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.COCCOC>[CH3:14][CH:13]([S:10]([NH:9][CH2:8][CH:7]([O:6][C:5]1[CH:17]=[CH:18][C:2]([C:26]2[CH:27]=[CH:28][CH:29]=[C:24]([C:20]3[S:19][CH:23]=[CH:22][CH:21]=3)[CH:25]=2)=[CH:3][CH:4]=1)[CH3:16])(=[O:12])=[O:11])[CH3:15]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 9840705HCID 9840705, compoundHCID 22388587HCID 22388587, compound

Product 1

HCID 10136621HCID 10136621, compoundYield 77.6%

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

The title compound (243 mg, 77.6%, yellow foam) was prepared from [2-(4-Bromophenoxy)propyl][(methylethyl)sulfonyl]amine (310 mg, 0.922 mmol, prepared in example 1), 3-(2-thienyl)benzeneboronic acid (145 mg, 1.13 mmol), dichlorobis(triphenylphosphine)palladium(II) (26 mg, 0.037 mmol), 2 M sodium carbonate (335 mg in 1.6 mL water), and 1,2-dimethoxyethane (6 mL) in a manner analogous to the procedure described in Example 8.

Sources & evidence

ORD record
ord-8f15ea521f844ffcb4d3237e3ebe77a3
Source dataset
uspto-grants-2005_06
Patent number
US06911476B2

Reaction notes

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