Methyl 4-ethoxy-2,3-dihydro-1H-indole-2-carboxylate → HCID 77752378, compound

HRID 2185690Notes

Reaction equation

HRID 2185690 reaction equation
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH:7]([C:13]([O:15]C)=O)[NH:8]2)[CH3:2]>C(N)CCC>[CH2:7]([NH:8][C:13]([CH:7]1[CH2:6][C:5]2[C:9](=[CH:10][CH:11]=[CH:12][C:4]=2[O:3][CH2:1][CH3:2])[NH:8]1)=[O:15])[CH2:6][CH2:5][CH3:4]

Participants

3

Reactant 1

HCID 22451249Methyl 4-ethoxy-2,3-dihydro-1H-indole-2-carboxylate

Product 1

HCID 77752378HCID 77752378, compound

Reagents, catalysts & solvents 1

HCID 8007ButylamineSolvent

Procedure

Methyl 4-ethoxyindoline-2(R/S)-carboxylate (0.84 g, 3.8 mmol) was dissolved in butylamine (40 ml), under nitrogen, and the solution was then stirred at reflux for three hours. After cooling the mixture, the remaining butylamine was removed under vacuum. The crude product was purified by chromatography on a column of silica gel, using a 5/5 petroleum ether/ethyl acetate mixture as eluent. A yellow solid was obtained.

Workup

  1. temperatureat reflux for three hours
  2. temperatureAfter cooling the mixture
  3. customthe remaining butylamine was removed under vacuum
  4. customThe crude product was purified by chromatography on a column of silica gel
  5. customA yellow solid was obtained

Sources & evidence

ORD record
ord-577c667646f248ffa41b7137f13056f2
Source dataset
uspto-grants-2002_06
Patent number
US06403561B1

Reaction notes

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