Sodium Carbonate → Clopidogrel

HRID 1994180Notes

Reaction equation

HRID 1994180 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]([N:13]1[CH2:18][C:17]2[CH:19]=[CH:20][S:21][C:16]=2[CH2:15][CH2:14]1)[C:6]1[C:11]([Cl:12])=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].OS(O)(=O)=O.C(=O)([O-])[O-].[Na+].[Na+]>>[Cl:12][C:11]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C@H:5]([N:13]1[CH2:14][CH2:15][C:16]2[S:21][CH:20]=[CH:19][C:17]=2[CH2:18]1)[C:3]([O:2][CH3:1])=[O:4]

Participants

3

Reactant 2

HCID 10340Sodium CarbonateHCID 115366Clopidogrel bisulfate

Product 1

HCID 60606Clopidogrel

Procedure

A solution of clopidogrel hydrogensulfate (which can be prepared according to the methods described in U.S. Pat. No. 6,429,210 the contents of which are incorporated herein by reference) was treated with an aqueous solution of sodium carbonate. The title compound was extracted with diethyl ether and the solution was dried over MgSO4 and the solvent was removed under reduced pressure to afford the title compound as a yellow gel.

Workup

  1. extractionThe title compound was extracted with diethyl ether
  2. dry with materialthe solution was dried over MgSO4
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-93721576e2f44ff7bebab824faf3277e
Source dataset
uspto-grants-2010_01
Patent number
US07652139B2

Reaction notes

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