Hydrochloric Acid → HCID 19377404, compound

HRID 2210753Notes

Reaction equation

HRID 2210753 reaction equation
C([O:4][CH:5]([C:8]1[C:9]([S:14]([NH:17][C:18]([NH:20][C:21]2[N:26]=[C:25]([O:27][CH3:28])[CH:24]=[C:23]([O:29][CH3:30])[N:22]=2)=[O:19])(=[O:16])=[O:15])=[N:10][CH:11]=[CH:12][CH:13]=1)[CH2:6][Cl:7])(=O)C.O[Li].O.O.Cl>CO>[Cl:7][CH2:6][CH:5]([C:8]1[C:9]([S:14]([NH:17][C:18]([NH:20][C:21]2[N:22]=[C:23]([O:29][CH3:30])[CH:24]=[C:25]([O:27][CH3:28])[N:26]=2)=[O:19])(=[O:15])=[O:16])=[N:10][CH:11]=[CH:12][CH:13]=1)[OH:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 19377405HCID 19377405, compound

Product 1

HCID 19377404HCID 19377404, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 140 mg of 3-(1-acetoxy-2-chloroethyl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-pyridinesulfonamide in 20 ml of methanol is added 20 mg of LiOH.H2O and 0.5 ml of water. After stirring at room temperature for 3 hours the solution is acidified to pH 4.5 with 5% aq. HCl. The resultant solution is extracted three times with CH2Cl2. The organic phase is evaporated and the trituration of the residue with Et2O yields the solid product.

Workup

  1. extractionThe resultant solution is extracted three times with CH2Cl2
  2. customThe organic phase is evaporated
  3. customthe trituration of the residue with Et2O yields the solid product

Sources & evidence

ORD record
ord-ceb22448f82342ffab44fa05bab93589
Source dataset
uspto-grants-1995_10
Patent number
US05461026

Reaction notes

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