Sodium Carbonate → Ticagrelor

HRID 589829Notes

Reaction equation

HRID 589829 reaction equation
[CH3:1][CH2:2][CH2:3][S:4][C:5]1[N:6]=[C:7]([NH:25][C@H:26]2[C@H:28]([C:29]3[CH:30]=[CH:31][C:32]([F:36])=[C:33]([F:35])[CH:34]=3)[CH2:27]2)[C:8]2[N:13]=[N:12][N:11]([C@H:14]3[C@H:18]([OH:19])[C@H:17]([OH:20])[C@@H:16]([O:21][CH2:22][CH2:23][OH:24])[CH2:15]3)[C:9]=2[N:10]=1.C([O-])(=O)CC([O-])=O.C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C>[CH3:1][CH2:2][CH2:3][S:4][C:5]1[N:6]=[C:7]([NH:25][C@H:26]2[C@H:28]([C:29]3[CH:30]=[CH:31][C:32]([F:36])=[C:33]([F:35])[CH:34]=3)[CH2:27]2)[C:8]2[N:13]=[N:12][N:11]([C@H:14]3[C@H:18]([OH:19])[C@H:17]([OH:20])[C@@H:16]([O:21][CH2:22][CH2:23][OH:24])[CH2:15]3)[C:9]=2[N:10]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 131734470Ticagrelor malonate

Product 1

HCID 9871419Ticagrelor

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Ticagrelor malonate (0.5 g) and ethyl acetate (10 mL) were charged into round bottom flask. To the mixture 10% aqueous sodium carbonate solution (50 mL) was added and mixture was stirred for 15 minutes. The layers were separated and organic layer was subjected to distillation under vacuum to afford the title compound.

Workup

  1. customThe layers were separated
  2. distillationorganic layer was subjected to distillation under vacuum

Sources & evidence

ORD record
ord-31246c698edb43a1919f28f4968f9693
Source dataset
uspto-grants-2016_01
Patent number
US09233966B2

Reaction notes

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