Hydrochloric Acid → HCID 66657589, compound

HRID 421001Notes

Reaction equation

HRID 421001 reaction equation
C([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12](OC3C=CC=C(Cl)C=3)[CH:13]=2)[N:8]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH:30]([CH3:32])[CH3:31])=[CH:25][CH:24]=2)[C:7]=1[CH2:33][C:34]([O:36]CC)=[O:35])=[O:5])C.[OH-:39].[Na+].O.[ClH:42]>CCO>[C:34]([CH2:33][C:7]1[N:8]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH:30]([CH3:32])[CH3:31])=[CH:25][CH:24]=2)[C:9]2[C:14]([C:6]=1[C:4]([OH:3])=[O:5])=[C:13]([O:39][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:42])[CH:10]=1)[CH:12]=[CH:11][CH:10]=2)([OH:36])=[O:35]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 66657758HCID 66657758, compound

Product 1

HCID 66657589HCID 66657589, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-ethoxycarbonylmethyl-5-(3-chlorophenoxy)-1-(4-isopropoxyphenyl)indole-3-carboxylic acid ethyl ester (0.10 g, 0.19 mmol); see step (b) above), NaOH (0.10 g, 2.50 mmol), H2O (2.5 mL) and EtOH (2.5 mL) was heated at reflux for 2 h, cooled and acidified with HCl (aq, conc). The solid was collected and dried to afford the title compound. Yield 0.06 g (66%).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. temperaturecooled
  4. customThe solid was collected
  5. customdried

Sources & evidence

ORD record
ord-30b8c5f3a2d44499a2dfa0f084b6c687
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

Loading…