Hydrochloric Acid → HCID 69999491, compound

HRID 1634846Notes

Reaction equation

HRID 1634846 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([N:22]2[CH2:27][CH2:26][CH:25]([CH2:28][NH:29][CH2:30][C@H:31]([OH:44])[C:32]3[CH:37]=[CH:36][C:35]([OH:38])=[C:34]([NH:39][S:40]([CH3:43])(=[O:42])=[O:41])[CH:33]=3)[CH2:24][CH2:23]2)(=[O:21])=[O:20])=[CH:15][CH:14]=1)=[O:11])=[O:4].Cl>CO.[OH-].[Na+]>[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][CH:25]1[CH2:24][CH2:23][N:22]([S:19]([C:16]2[CH:17]=[CH:18][C:13]([NH:12][C:10]([N:6]3[CH2:7][CH2:8][CH2:9][C@H:5]3[C:3]([OH:4])=[O:2])=[O:11])=[CH:14][CH:15]=2)(=[O:20])=[O:21])[CH2:27][CH2:26]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86584787HCID 86584787, compound

Product 1

HCID 69999491HCID 69999491, compoundYield 36.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 1-(2S)-1-({4-[(4-{[((2R)-2-hydroxy-2-{4-hydroxy-3-[(methylsulfonyl)-amino]-phenyl}ethyl)amino]methyl}piperidin-1-yl)sulfonyl]-anilinocarbonyl)-pyrrolidine-2-carboxylic acid methyl ester (0.098 g, 0.15 mmol) in methanol (2 mL) and 1N sodium hydroxide (0.55 mL) was stirred at ambient temperature overnight. When the reaction was complete, 1N HCl (0.55 mL) was added. The methanol and water was evaporated. Additional methanol was added, the reaction was filtered through a 0.5 micron filter, and evaporated in vacuo to give the acid (0.035 g).

Workup

  1. customThe methanol and water was evaporated
  2. additionAdditional methanol was added
  3. filtrationthe reaction was filtered through a 0.5 micron
  4. filtrationfilter
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-6fefc9aa595a49399a70c04a5d35a3eb
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

Loading…