Hydrochloric Acid → HCID 10232488, compound

HRID 1281546Notes

Reaction equation

HRID 1281546 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]([N:14]2[CH2:19][CH2:18][CH:17]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][NH:29][CH2:30][C@H:31]([OH:44])[C:32]4[CH:37]=[CH:36][C:35]([OH:38])=[C:34]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH:33]=4)=[CH:23][CH:22]=3)[CH2:16][CH2:15]2)=[O:13])[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+].Cl>CO>[OH:44][C@H:31]([C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[C:34]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH:33]=1)[CH2:30][NH:29][CH2:28][CH2:27][C:24]1[CH:23]=[CH:22][C:21]([NH:20][CH:17]2[CH2:16][CH2:15][N:14]([C:12]([N:9]3[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]3)=[O:13])[CH2:19][CH2:18]2)=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 9917262HCID 9917262, compound

Product 1

HCID 10232488HCID 10232488, compoundYield 23.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-[4-(4-{2-[(2R)-2-Hydroxy-2-(4-hydroxy-3-methanesulfonylamino-phenyl)-ethylamino]-ethyl}-phenylamino)-piperidine-1-carbonyl]-piperidine-4-carboxylic acid ethyl ester (0.135 g, 0.213 mmol) was dissolved in methanol (5 mL) and sodium hydroxide (0.5 mL, 1N, 0.5 mmol) was added. The mixture was stirred at ambient temperature for thirty minutes and 1N hydrochloric acid (0.55 mL, 0.55 mmol) was added. The solvent was removed and the mixture partitioned between dichloromethane and water. The organic layer was dried over magnesium sulfate and the solvent removed in vacuo to yield the title compound (0.031 g, 0.05 mmol).

Workup

  1. customThe solvent was removed
  2. customthe mixture partitioned between dichloromethane and water
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-3480240167e94028847cac0adda4de2b
Source dataset
uspto-grants-2002_09
Patent number
US06451814B1

Reaction notes

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