Hydrochloric Acid → HCID 10283146, compound

HRID 1634827Notes

Reaction equation

HRID 1634827 reaction equation
C([O:3][C:4](=[O:47])[CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([C:15]2[CH:20]=[CH:19][C:18]([S:21]([N:24]3[CH2:29][CH2:28][CH:27]([CH2:30][NH:31][CH2:32][C@H:33]([OH:46])[C:34]4[CH:39]=[CH:38][C:37]([OH:40])=[C:36](S(C)(=O)=O)[C:35]=4N)[CH2:26][CH2:25]3)(=[O:23])=[O:22])=[CH:17][CH:16]=2)[CH:7]=1)C.[OH-:48].[Na+].Cl>CO>[OH:46][C@H:33]([C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[C:36]([NH:24][S:21]([CH3:18])(=[O:22])=[O:48])[CH:35]=1)[CH2:32][NH:31][CH2:30][CH:27]1[CH2:28][CH2:29][N:24]([S:21]([C:18]2[CH:17]=[CH:16][C:15]([N:8]3[C:9]4[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=4)[C:6]([CH2:5][C:4]([OH:3])=[O:47])=[CH:7]3)=[CH:20][CH:19]=2)(=[O:22])=[O:23])[CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70000705HCID 70000705, compound

Product 1

HCID 10283146HCID 10283146, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of {1-[4-(4-{[(2R)-2-hydroxy-2-(4-hydroxy-3-methane-sulfonyl-amino-phenyl)-ethylamino]-methyl}-piperidine-1-sulfonyl)-phenyl]-1H-indol-3-yl}-acetic acid ethyl ester (0.154 g, 0.225 mmol) and 0.67 mL of 1N NaOH in 10 mL methanol was heated at reflux overnight. On cooling the reaction was neutralized with 0.67 mL of 1N HCl. The reaction mixture was concentrated in vacuo and triturated with H2O. The solids were filtered and dried (high vacuum) to give 0.070 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 vacuum)

Sources & evidence

ORD record
ord-ffb0bf49093a4df69cbb74773ba791f9
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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