Hydrochloric Acid → HCID 69426410, compound

HRID 219440Notes

Reaction equation

HRID 219440 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:42]=[CH:41][C:7]([C:8]([NH:10][C:11]2[C:12]([NH:24][C:25](=[O:40])[C:26]3[CH:31]=[CH:30][C:29]([N:32]4[CH2:38][CH2:37][CH2:36][N:35]([CH3:39])[CH2:34][CH2:33]4)=[CH:28][CH:27]=3)=[C:13]([CH:21]=[CH:22][CH:23]=2)[O:14][CH2:15][C:16]([O:18]CC)=[O:17])=[O:9])=[CH:6][CH:5]=1.[OH-].[Na+].Cl>CO>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:10][C:11]2[C:12]([NH:24][C:25](=[O:40])[C:26]3[CH:31]=[CH:30][C:29]([N:32]4[CH2:38][CH2:37][CH2:36][N:35]([CH3:39])[CH2:34][CH2:33]4)=[CH:28][CH:27]=3)=[C:13]([CH:21]=[CH:22][CH:23]=2)[O:14][CH2:15][C:16]([OH:18])=[O:17])=[O:9])=[CH:41][CH:42]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18001114HCID 18001114, compound

Product 1

HCID 69426410HCID 69426410, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl (3-[(4-methoxybenzoyl)amino]-2-{[4-(4-methyl-1,4-diazepan-1-yl)benzoyl]amino}phenoxy)acetate hydrochloride (350 mg) was dissolved in 6 ml of methanol, then 1.8 ml of a 1N aqueous solution of sodium hydroxide was added at room temperature and the mixture was stirred for 2 hours. 1N hydrochloric acid (1.8 ml) was further added and the mixture was concentrated in vacuo. The resulting residue was purified by ODS column chromatography using 0.001N hydrochloric acid-acetonitrile (1:1) as an eluting solvent to give 254 mg of (3-[(4-methoxybenzoyl)amino]-2-{[4-(4-methyl-1,4-diazepan-1-yl)benzoyl]amino}phenoxy)acetic acid hydrochloride.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customThe resulting residue was purified by ODS column chromatography

Sources & evidence

ORD record
ord-0dc2e98b4b1b479eb36c8ba903fc5ef8
Source dataset
uspto-grants-2012_06
Patent number
USRE043481E1

Reaction notes

Loading…