Hydrochloric Acid → HCID 10233153, compound

HRID 1634828Notes

Reaction equation

HRID 1634828 reaction equation
C[O:2][C:3]([C:5]1[C:6]2[CH:7]=[CH:8][N:9]([C:14]3[CH:19]=[CH:18][C:17]([S:20]([N:23]4[CH2:28][CH2:27][CH:26]([CH2:29][NH:30][CH2:31][C@H:32]([OH:45])[C:33]5[CH:38]=[CH:37][C:36]([OH:39])=[C:35](S(C)(=O)=O)[C:34]=5N)[CH2:25][CH2:24]4)(=[O:22])=[O:21])=[CH:16][CH:15]=3)[C:10]=2[CH:11]=[CH:12][CH:13]=1)=[O:4].[OH-:46].[Na+].Cl>CO>[OH:45][C@H:32]([C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[C:35]([NH:23][S:20]([CH3:17])(=[O:21])=[O:46])[CH:34]=1)[CH2:31][NH:30][CH2:29][CH:26]1[CH2:25][CH2:24][N:23]([S:20]([C:17]2[CH:16]=[CH:15][C:14]([N:9]3[C:10]4[CH:11]=[CH:12][CH:13]=[C:5]([C:3]([OH:2])=[O:4])[C:6]=4[CH:7]=[CH:8]3)=[CH:19][CH:18]=2)(=[O:21])=[O:22])[CH2:28][CH2:27]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69999079HCID 69999079, compound

Product 1

HCID 10233153HCID 10233153, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-[4-(4-{[(2R)-2-hydroxy-2-(4-hydroxy-3-methanesulfonyl-amino-phenyl)-ethylamino]-methyl}-piperidine-1-sulfonyl)-phenyl]-1H-indole-4-carboxylic acid methyl ester (0.118 g, 0.18 mmol) and 0.8 mL of 1N NaOH in 10 mL methanol was heated at reflux overnight. On cooling the reaction was neutralized with 0.8 mL of 1N HCl. The reaction mixture was concentrated in vacuo and triturated with H2O. The solids were filtered and dried (high vac) to give 0.095 g of the title compound as an off white solid.

Workup

  1. temperatureat reflux overnight
  2. temperatureOn cooling the reaction
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customtriturated with H2O
  5. filtrationThe solids were filtered
  6. customdried (high vac)

Sources & evidence

ORD record
ord-4d5baedd46ba4a3d8c229a965c435330
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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