Ethyl Acetate → HCID 67331269, compound

HRID 1886953Notes

Reaction equation

HRID 1886953 reaction equation
C[N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[CH:4]=[CH:3]1.[C:12](Cl)(=[O:16])[CH:13]([CH3:15])[CH3:14].C(OCC)(=O)C>N1C=CC=CC=1>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:11][C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])[CH:9]=2)[CH:4]=[CH:3]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 62325Isobutyryl chlorideHCID 105347991-methyl-1H-indol-6-amine

Product 1

HCID 67331269HCID 67331269, compoundYield 38.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 1-methyl-1H-indol-6-amine (45 mg, 0.31 mmol) in pyridine (2 mL) at room temperature was added isobutyryl chloride (35 μL, 0.34 mmol). The resulting mixture was stirred at room temperature for 16 h. Ethyl acetate was added and the organic layer was washed three times with brine. The combined organic layers were dried over anhydrous MgSO4 and evaporated to afford 24.3 mg (36%) of the title compound (LCMS RT=5.73 min, MH+ 217.2)

Workup

  1. washthe organic layer was washed three times with brine
  2. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  3. customevaporated

Sources & evidence

ORD record
ord-530a392fde554c979fa63a2e873ffb0a
Source dataset
uspto-grants-2013_08
Patent number
US08501713B2

Reaction notes

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