Hydrochloric Acid → HCID 67300418, compound

HRID 1015434Notes

Reaction equation

[CH2:1]([C:3]1[N:4]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][C:8]([C:13]([O:15]CC)=[O:14])=[CH:7][CH:6]=2)[CH3:2].[OH-].[Na+].Cl.O>C(O)C>[CH2:1]([C:3]1[N:4]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=2)[C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][C:8]([C:13]([OH:15])=[O:14])=[CH:7][CH:6]=2)[CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

A 587 mg portion of ethyl 2-ethyl-1-(4-fluorobenzyl)-3-methyl-1H-indole-5-carboxylate was dissolved in 10.5 ml of ethanol, and 3.5 ml of a 1 M sodium hydroxide aqueous solution was added, followed by overnight stirring at 80° C. Under ice-cooling, 1 M hydrochloric acid and water were added thereto, followed by stirring at pH 1 for 1 hour. Then, the resulting solid was collected by filtration to obtain 498 mg of 2-ethyl-1-(4-fluorobenzyl)-3-methyl-1H-indole-5-carboxylic acid as a pale pink solid.

Workup

temperatureUnder ice-cooling
stirringby stirring at pH 1 for 1 hour
filtrationThen, the resulting solid was collected by filtration

Sources & evidence

ORD record: ord-a5df6fe17daa4fc4b7dbf1af4216c246
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985764B2

Reaction notes

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