Hydrochloric Acid → HCID 58989917, compound

HRID 1663137Notes

Reaction equation

HRID 1663137 reaction equation
C[O:2][C:3](=[O:29])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][O:11][NH:12][C:13](=[O:28])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:20][CH2:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)[CH:5]=1.[OH-].[Na+].Cl>CO.O>[N:25]1[CH:26]=[CH:27][C:22]([CH2:21][NH:20][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[C:13]([NH:12][O:11][CH2:10][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[C:3]([OH:29])=[O:2])=[O:28])=[CH:23][CH:24]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58989875HCID 58989875, compound

Product 1

HCID 58989917HCID 58989917, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 3-{2-[(Pyridin-4-ylmethyl)-amino]-benzoylaminooxymethyl}-benzoic acid methyl ester (see example 402, 89 mg) in methanol (3 ml) was added 2M sodium hydroxide (1 ml). The reaction mixture was stirred at room temperature for 7 hours. The mixture was diluted with water (12 ml) and acidified with 4M HCl aq. The resulting precipitated material was isolated by filtration and dried under vacuum, affording the title compound. 13C-NMR (DMSO-d6) δ 167.2, 167.1, 149.5, 149.0, 148.3, 136.4, 133.1, 132.5, 130.8, 129.7, 129.1, 128.5, 128.0, 121.9, 114.8, 113.3, 111.4, 76.3, 44.7.

Workup

  1. customprecipitated material
  2. customwas isolated by filtration
  3. customdried under vacuum

Sources & evidence

ORD record
ord-ff094dc5685745989928edfcb16ade6c
Source dataset
uspto-grants-2011_10
Patent number
US08034811B2

Reaction notes

Loading…