HCID 11742328, compound → HCID 45262174, compound

HRID 465541Notes

Reaction equation

HRID 465541 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH:13]([C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20]C)=[O:19])(=[O:10])=[O:9])=[CH:4][CH:3]=1>CO.[OH-].[Na+]>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH:13]([C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 11742328HCID 11742328, compound

Product 1

HCID 45262174HCID 45262174, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 8 g of methyl 7-(p-chlorophenylsulfonamido)-6-(3-pyridyl)heptanoate in 100 ml of methanol and 100 ml of 1N aqueous sodium hydroxide is stirred at room temperature for 24 h, then evaporated to remove the methanol and acidified with 1N hydrochloric acid. The mixture is then extracted with ethyl acetate, the extract is dried over magnesium sulfate, filtered and evaporated, and the residue is treated with a saturated solution of HCl gas in ethyl acetate to yield 7-(p-chlorophenylsulfonamido)-6-(3-pyridyl)-heptanoic acid hydrochloride, m.p. 169°-172°.

Workup

  1. customevaporated
  2. customto remove the methanol
  3. extractionThe mixture is then extracted with ethyl acetate
  4. dry with materialthe extract is dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. additionthe residue is treated with a saturated solution of HCl gas in ethyl acetate

Sources & evidence

ORD record
ord-b118d8c2561e44619b57bd216acb784c
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

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