HCID 20441659, compound → HCID 70490518, compound

HRID 1633127Notes

Reaction equation

HRID 1633127 reaction equation
[ClH:1].[CH3:2][C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])[CH:10]=2)[NH:5][C:4]=1[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1>Cl>[ClH:1].[CH3:2][C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:10]=2)[NH:5][C:4]=1[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 1

HCID 20441659HCID 20441659, compound

Product 1

HCID 70490518HCID 70490518, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Heating a suspension of 7.5 g of ethyl 3-methyl-2-(3-pyridyl)indole-5-propionate hydrochloride in 450 ml of 2N HCl at reflux temperature for 2 hours, cooling and collecting the resulting solid gives 3-methyl-2-(3-pyridyl)-indole-5-propionic acid hydrochloride, m.p. 290°. Similar hydrolysis of ethyl 3-methyl-2-(4-pyridyl)indole-5-propionate yields 3-methyl-2-(4-pyridyl)indole-5-propionic acid hydrochloride, melting above 305°.

Workup

  1. temperatureHeating
  2. temperatureat reflux temperature for 2 hours
  3. temperaturecooling
  4. customcollecting the resulting solid

Sources & evidence

ORD record
ord-3ca3e8dfef84425e9aed95134902ed73
Source dataset
uspto-grants-1984_10
Patent number
US04478842

Reaction notes

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