Potassium Carbonate → HCID 68456665, compound

HRID 2198009Notes

Reaction equation

HRID 2198009 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[CH:12][CH:11]=1.[C:20]([C:24]1[CH:31]=[CH:30][C:27]([CH2:28]Br)=[CH:26][CH:25]=1)([O:22][CH3:23])=[O:21].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:23][O:22][C:20](=[O:21])[C:24]1[CH:31]=[CH:30][C:27]([CH2:28][O:8][C:6]2[CH:5]=[CH:4][C:3]([S:9][C:10]3[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[CH:12][CH:11]=3)=[C:2]([NH2:1])[CH:7]=2)=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 256687Methyl 4-(bromomethyl)benzoateHCID 67250701N-[4-(2-Amino-4-hydroxy-phenylsulfanyl)-phenyl]-acetamide

Product 1

HCID 68456665HCID 68456665, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the product from Example 232b (28 mg, 0.085 mmol), 4-carbomethoxybenzyl bromide (22 mg, 0.096 mmol) and potassium carbonate (13 mg, 0.09 mmol) in DMF (1 mL) was stirred at room temperature 15 hr. The next day, the reaction mixture was poured onto ice and the solid collected by filtration providing the title compound (35 mg, 100%).

Workup

  1. additionThe next day, the reaction mixture was poured onto ice
  2. filtrationthe solid collected by filtration

Sources & evidence

ORD record
ord-6f1893ea6d504f0aa7aab7c4947dbd3c
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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