Hydrochloric Acid → HCID 69999838, compound

HRID 1634852Notes

Reaction equation

HRID 1634852 reaction equation
C[O:2][C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10](=[O:40])[C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][CH:20]([CH2:23][NH:24][CH2:25][C@H:26]([OH:39])[C:27]3[CH:32]=[CH:31][C:30]([OH:33])=[C:29]([NH:34][S:35]([CH3:38])(=[O:37])=[O:36])[CH:28]=3)[CH2:19][CH2:18]2)=[CH:13][CH:12]=1)=[O:4].Cl>CO.[OH-].[Na+]>[OH:39][C@H:26]([C:27]1[CH:32]=[CH:31][C:30]([OH:33])=[C:29]([NH:34][S:35]([CH3:38])(=[O:36])=[O:37])[CH:28]=1)[CH2:25][NH:24][CH2:23][CH:20]1[CH2:21][CH2:22][N:17]([C:14]2[CH:15]=[CH:16][C:11]([C:10]([N:6]3[CH2:7][CH2:8][CH2:9][C@H:5]3[C:3]([OH:4])=[O:2])=[O:40])=[CH:12][CH:13]=2)[CH2:18][CH2:19]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69998479HCID 69998479, compound

Product 1

HCID 69999838HCID 69999838, compoundYield 121.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution (2S)-1-[4-(4-{[((2R)-2-hydroxy-2-{4-hydroxy-3-[(methylsulfonyl)-amino]-phenyl}-ethyl)amino]methyl}piperidin-1-yl)benzoyl]-pyrrolidine-2-carboxylic acid methyl ester (0.072 g, 0.12 mmol) in methanol (2 mL) and 1N sodium hydroxide (0.37 mL) was stirred at ambient temperature overnight. The reaction mixture was neutralized with 1N HCl (0.37 mL) and concentrated in vacuo. The residual solid was washed with water, then ether to give reasonably pure product (0.082 g).

Workup

  1. concentrationconcentrated in vacuo
  2. washThe residual solid was washed with water

Sources & evidence

ORD record
ord-2e441908abf24504bdd60acd00c2dec5
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

Loading…