Hydrochloric Acid → HCID 21962581, compound

HRID 353040Notes

Reaction equation

HRID 353040 reaction equation
[O:1]=[C:2]1[N:7]([CH2:8][CH2:9][CH2:10][NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[C:6]2[CH:18]=[CH:19][C:20]([S:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:24][C:25]([O:27]CC)=[O:26])=[CH:21][C:5]=2[O:4][CH2:3]1.[OH-].[Na+].Cl>C(O)C>[O:1]=[C:2]1[N:7]([CH2:8][CH2:9][CH2:10][NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[C:6]2[CH:18]=[CH:19][C:20]([S:22][CH:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:24][C:25]([OH:27])=[O:26])=[CH:21][C:5]=2[O:4][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21962565HCID 21962565, compound

Product 1

HCID 21962581HCID 21962581, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 3-({3-oxo-4-[3-(2-pyridinylamino)propyl]-3,4-dihydro-2H-1,4-benzoxazin-7-yl}sulfanyl)-3-phenylpropanoate in ethanol is treated with an equimolar amount of 1N sodium hydroxide solution. The mixture is stirred at room temperature overnight. Then, the pH is brought to neutrality with 1N hydrochloric acid, the solvent is evaporated under reduced pressure and the residue is purified by filtration through a small pad of silica gel, eluting with a mixture of dichloromethane, methanol and acetic acid.

Workup

  1. customthe solvent is evaporated under reduced pressure
  2. filtrationthe residue is purified by filtration through a small pad of silica gel
  3. washeluting with a mixture of dichloromethane, methanol and acetic acid

Sources & evidence

ORD record
ord-3abc3f78ac6d483cbc202a5b0467f05b
Source dataset
uspto-grants-2004_06
Patent number
US06750215B2

Reaction notes

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