Potassium Carbonate → HCID 57424255, compound

HRID 1869963Notes

Reaction equation

HRID 1869963 reaction equation
[CH:1]([O:4][C:5](=[O:24])[C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][Si](C)(C)C)=[CH:8][C:7]=1[CH2:18][N:19]([CH:21]1[CH2:23][CH2:22]1)[CH3:20])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[CH:1]([O:4][C:5](=[O:24])[C:6]1[CH:11]=[CH:10][C:9]([C:12]#[CH:13])=[CH:8][C:7]=1[CH2:18][N:19]([CH:21]1[CH2:23][CH2:22]1)[CH3:20])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69076270HCID 69076270, compound2×

Product 1

HCID 57424255HCID 57424255, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution 2-[(cyclopropyl-methyl-amino)-methyl]-4-trimethylsilanylethynyl-benzoic acid isopropyl ester (Intermediate 121, 0.34 g, 1 mmol) in methanol (2 mL) was treated with potassium carbonate (0.207 g, 1.5 mmol) and the resulting reaction mixture was stirred at ambient temperature for 4 h. The volatiles were evaporated in vacuo, the residue was diluted with water and extracted with diethyl ether, dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title compound as an oil (0.21 g, 78%).

Workup

  1. customthe resulting reaction mixture
  2. customThe volatiles were evaporated in vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted with diethyl ether
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-6011a8875da54b68834b45ebb58517b5
Source dataset
uspto-grants-2009_12
Patent number
US07638648B2

Reaction notes

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