Water → HCID 135552994, compound

HRID 1016358Notes

Reaction equation

HRID 1016358 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][CH:16]([C:19]([O:21]CC)=[O:20])[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][C:5]=1[C:24]1[NH:29][C:28](=[O:30])[C:27]2=[C:31]([CH3:39])[N:32]=[C:33]([CH:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)[N:26]2[N:25]=1)[CH3:2].[OH-].[Na+].O>CO.O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][CH:16]([C:19]([OH:21])=[O:20])[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][C:5]=1[C:24]1[NH:29][C:28](=[O:30])[C:27]2=[C:31]([CH3:39])[N:32]=[C:33]([CH:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)[N:26]2[N:25]=1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 135552978HCID 135552978, compound

Product 1

HCID 135552994HCID 135552994, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

180 mg (0.323 mmol) of the ester from Example 8 and 50 mg (1.29 mmol) of sodium hydroxide are stirred at room temperature in 20 ml of methanol/water 3:1 for 30 minutes. 10 ml of water are added and the mixture is extracted once with dichloromethane. The aqueous phase is acidified using 2 n HCl and extracted twice with dichloromethane. The combined dichloromethane phases are dried over sodium sulphate and evaporated. The residue is recrystallized from diethyl ether.

Workup

  1. extractionthe mixture is extracted once with dichloromethane
  2. extractionextracted twice with dichloromethane
  3. dry with materialThe combined dichloromethane phases are dried over sodium sulphate
  4. customevaporated
  5. customThe residue is recrystallized from diethyl ether

Sources & evidence

ORD record
ord-acd69bcd0be14461b8c9e79da60a2b0b
Source dataset
uspto-grants-2002_11
Patent number
US06476029B1

Reaction notes

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