Hydrochloric Acid → 6-[(2-{[(5-Chloropyridin-2-yl)amino]-carbonyl}benzofuran-3-yl)amino]-6-oxohexanoic acid

HRID 1820920Notes

Reaction equation

HRID 1820920 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[O:12][C:13]3[CH:30]=[CH:29][CH:28]=[CH:27][C:14]=3[C:15]=2[NH:16][C:17](=[O:26])[CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24]C)=[O:23])=[O:10])=[N:6][CH:7]=1.[OH-].[Na+].Cl>CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[O:12][C:13]3[CH:30]=[CH:29][CH:28]=[CH:27][C:14]=3[C:15]=2[NH:16][C:17](=[O:26])[CH2:18][CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[O:10])=[N:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23125712HCID 23125712, compound

Product 1

HCID 231257086-[(2-{[(5-Chloropyridin-2-yl)amino]-carbonyl}benzofuran-3-yl)amino]-6-oxohexanoic acidYield 85.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl 6-[(2-{[(5-chloropyridin-2-yl)amino]-carbonyl}benzofuran-3-yl)amino]-6-oxohexanoate (4.30 g) obtained in Example 10(1) is suspended in methanol (5 m), and thereto is added at room temperature 2N aqueous sodium hydroxide solution (30 ml). The mixture is stirred at room temperature for 4 hours, and at 50° C. for 2 hours. The reaction solution is diluted with water and acidified by addition of 10% hydrochloric acid under ice-cooling, and the precipitates are collected by filtration and dried to give the title compound (3.54 g). ESI-MS M/Z:414/416[M−H]−

Workup

  1. waitat 50° C. for 2 hours
  2. temperaturecooling
  3. filtrationthe precipitates are collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-2a9f0bb9e5b648a699190c3b58d84b60
Source dataset
uspto-grants-2009_10
Patent number
US07605158B2

Reaction notes

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