Hydrochloric Acid → [5-(4-tert-Butylphenyl)-2-carboxy-1-(4-isopropoxyphenyl)indol-3-ylmethyl]-carboxymethylmethylammonium chloride

HRID 420995Notes

Reaction equation

HRID 420995 reaction equation
[ClH:1].[C:2]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[N:17]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH:28]([CH3:30])[CH3:29])=[CH:23][CH:22]=2)[C:16]([C:31]([OH:33])=[O:32])=[C:15]3[CH2:34][N:35]([CH2:37][C:38]([O:40]CC)=[O:39])[CH3:36])=[CH:8][CH:7]=1)([CH3:5])([CH3:4])[CH3:3]>O1CCOCC1>[Cl-:1].[C:2]([C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[N:17]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH:28]([CH3:30])[CH3:29])=[CH:23][CH:22]=2)[C:16]([C:31]([OH:33])=[O:32])=[C:15]3[CH2:34][NH+:35]([CH2:37][C:38]([OH:40])=[O:39])[CH3:36])=[CH:10][CH:11]=1)([CH3:4])([CH3:5])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 666575825-(4-tert-Butylphenyl)-3-[(ethoxycarbonylmethylmethylamino)methyl]-1-(4-isopropoxyphenyl)indole-2-carboxylic acid

Product 1

HCID 86628823[5-(4-tert-Butylphenyl)-2-carboxy-1-(4-isopropoxyphenyl)indol-3-ylmethyl]-carboxymethylmethylammonium chloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

An excess of HCl (4 M in dioxane) was added to a suspension of 5-(4-tert-butylphenyl)-3-[(ethoxycarbonylmethylmethyl-amino)methyl]-1-(4-isopropoxyphenyl)indole-2-carboxylic acid ethyl ester (189 mg, 0.35 mmol; see step (e) above) in dioxane (4 mL). After 10 min the mixture was concentrated and the residue treated with Et2O and filtered to give the title compound.

Workup

  1. concentrationAfter 10 min the mixture was concentrated
  2. additionthe residue treated with Et2O
  3. filtrationfiltered

Sources & evidence

ORD record
ord-49a4a5ba15e3490fb1da1f98aefc2d46
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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