Hydrochloric Acid → HCID 70001219, compound

HRID 1634835Notes

Reaction equation

HRID 1634835 reaction equation
C[O:2][C:3](=[O:43])[CH2:4][CH2:5][C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([N:20]3[CH2:25][CH2:24][CH:23]([CH2:26][NH:27][CH2:28][C@@H:29]([OH:42])[C:30]4[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])[CH:31]=4)[CH2:22][CH2:21]3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)[N:7]=1.Cl>CO.[OH-].[Na+]>[OH:42][C@@H:29]([C:30]1[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([NH:37][S:38]([CH3:41])(=[O:39])=[O:40])[CH:31]=1)[CH2:28][NH:27][CH2:26][CH:23]1[CH2:22][CH2:21][N:20]([S:17]([C:14]2[CH:15]=[CH:16][C:11]([C:8]3[N:7]=[C:6]([CH2:5][CH2:4][C:3]([OH:43])=[O:2])[O:10][N:9]=3)=[CH:12][CH:13]=2)(=[O:18])=[O:19])[CH2:25][CH2:24]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 70001116HCID 70001116, compound

Product 1

HCID 70001219HCID 70001219, compoundYield 58.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 3-(3-{4-[(4-{[((2S)-2-hydroxy-2-{4-hydroxy-3-[(methyl-sulfonyl)-amino]-phenyl}ethyl)amino]methyl}-1-piperidinyl)sulfonyl]-phenyl}-1,2,4-oxadiazol-5-yl)propanoic acid methyl ester (0.150 g, 0.24 mmol) in 15 ml of methanol and 0.470 ml of 1N NaOH was heated at reflux for 14 hours. To the reaction mixture was added 0.470 ml of 1N HCl . The solvent was removed in vacuo and the resulting solid was triturated with water, then with ethyl acetate to give the final product (0.088 g) as a white solid.

Workup

  1. temperatureat reflux for 14 hours
  2. customThe solvent was removed in vacuo
  3. customthe resulting solid was triturated with water

Sources & evidence

ORD record
ord-639dd99b261a429ab327ab4f141ac6b7
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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