Ethyl Acetate → HCID 45118147, compound

HRID 1896785Notes

Reaction equation

HRID 1896785 reaction equation
[CH3:1][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>[CH3:1][N: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 45118147HCID 45118147, compoundYield 36.2%

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-3c408687a2b749529afbb1733d0bc22b
Source dataset
uspto-grants-2013_08
Patent number
US08518980B2

Reaction notes

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