Methyl Acrylate → HCID 66966848, compound

HRID 1435886Notes

Reaction equation

HRID 1435886 reaction equation
[CH3:1][S:2][C:3]1[C:8]2[CH:9]=[C:10]([C:12]([O:14]C)=O)[NH:11][C:7]=2[CH:6]=[CH:5][N:4]=1.CC(C)([O-])C.[K+].[C:22]([O:26][CH3:27])(=[O:25])[CH:23]=[CH2:24]>C1(C)C=CC=CC=1>[CH3:1][S:2][C:3]1[C:8]2[CH:9]=[C:10]3[N:11]([C:7]=2[CH:6]=[CH:5][N:4]=1)[CH2:24][CH:23]([C:22]([O:26][CH3:27])=[O:25])[C:12]3=[O:14]

Participants

5

Reactant 3

HCID 7294Methyl AcrylateHCID 23665647Potassium tert-butoxideHCID 37818542Methyl 4-(methylsulfanyl)-1H-pyrrolo[3,2-c]pyridine-2-carboxylate

Product 1

HCID 66966848HCID 66966848, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of methyl 4-(methylthio)-1H-pyrrolo[3,2-c]pyridine-2-carboxylate (0.30 g, 1.35 mmol) in TBF (3 mL)-toluene (12.0 mL) were added a 1.06 M THE solution of potassium tert-butoxide (1.42 mL/1.41 mmol) and methyl acrylate (300 μL). The resulting mixture was heated at 80° C. for 18 h. The mixture was partitioned between EtOAc and NH4Cl, filtered through celite. The organic phase was separated, dried over Na2SO4 and filtered, to provide the title compound.

Workup

  1. customThe mixture was partitioned between EtOAc and NH4Cl
  2. filtrationfiltered through celite
  3. customThe organic phase was separated
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered

Sources & evidence

ORD record
ord-b908f9f482424beebf6b56b640a0e33e
Source dataset
uspto-grants-2009_11
Patent number
US07618979B2

Reaction notes

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