Hydrochloric Acid → HCID 14129808, compound

HRID 1252076Notes

Reaction equation

HRID 1252076 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[N:18](C(=O)CCC(OC)=O)[C:19](=[N:22][C:23](=[O:30])[CH2:24][CH2:25][C:26]([O:28]C)=[O:27])[S:20][CH:21]=3)[CH2:12][CH2:11]2)=[CH:2]1.[OH-].[Na+].Cl>C(O)C>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[N:18]=[C:19]([NH:22][C:23](=[O:30])[CH2:24][CH2:25][C:26]([OH:28])=[O:27])[S:20][CH:21]=3)[CH2:12][CH2:11]2)=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54044627HCID 54044627, compound

Product 1

HCID 14129808HCID 14129808, compoundYield 52.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To 4-[4-(3-indolyl)piperidinomethyl]-2-(3-methoxycarbonylpropionylimino)-3-(3-methoxycarbonylpropionyl)thiazoline (700 mg) were added ethanol (25 ml) and 1N aqueous solution of sodium hydroxide (3.2 ml) and the mixture was warmed at 50° C. for 6.5 hours. To the reaction mixture was added 1N hydrochloric acid (3.2 ml) and the solvent was evaporated. After the residue was recrystallized from a mixture of ethanol and water, the crystal was collected by filtration and washed with water to give 4-[4-(3-indolyl)piperidinomethyl]-2-(3-carboxypropionylamino)thiazole (280 mg).

Workup

  1. customthe solvent was evaporated
  2. customAfter the residue was recrystallized from a mixture of ethanol and water
  3. filtrationthe crystal was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-a4434114961849829677f5124a723183
Source dataset
uspto-grants-1988_05
Patent number
US04742057

Reaction notes

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