Methanol → Methyl 5-(4-(2-(4-chlorobenzenesulphonylamino)ethyl)phenyl)-5-(3-pyridyl)pentanoate

HRID 22120Notes

Reaction equation

HRID 22120 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:16][CH:15]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH3:37]O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[CH2:21][CH2:22][CH2:23][C:24]([O:26][CH3:37])=[O:25])=[CH:16][CH:15]=2)(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 100963785-(4-(2-(4-Chlorobenzenesulphonylamino)ethyl)phenyl)-5-(3-pyridyl)pentanoic acid

Product 1

HCID 22901606Methyl 5-(4-(2-(4-chlorobenzenesulphonylamino)ethyl)phenyl)-5-(3-pyridyl)pentanoate

Procedure

2.0 g of 5-(4-(2-(4-chlorobenzenesulphonylamino)ethyl)phenyl)-5-(3-pyridyl)pentanoic acid are dissolved in 30 ml of methanol and mixed with 3 ml of thionyl chloride at 0° C. The solution is stirred overnight, then rotary evaporated and the residue is chromatographed over a silica gel column.

Workup

  1. customrotary evaporated
  2. customthe residue is chromatographed over a silica gel column

Sources & evidence

ORD record
ord-eceeb5ed734046ba980b0107629c81bb
Source dataset
uspto-grants-1995_06
Patent number
US05426119

Reaction notes

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