Sodium Bicarbonate → Evogliptin

HRID 1660766Notes

Reaction equation

Cl.[NH2:2][C@H:3]([CH2:20][C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=1[F:29])[CH2:4][C:5]([N:7]1[CH2:12][CH2:11][NH:10][C:9](=[O:13])[C@H:8]1[CH2:14][O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:6].C(=O)([O-])O.[Na+]>>[NH2:2][C@H:3]([CH2:20][C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=1[F:29])[CH2:4][C:5]([N:7]1[CH2:12][CH2:11][NH:10][C:9](=[O:13])[C@H:8]1[CH2:14][O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:6]

Participants

Reactant 2

HCID 516892Sodium Bicarbonate

HCID 25022353Evogliptin hydrochloride

Product 1

HCID 25022354EvogliptinYield 100%

Procedure

60 mg of the compound obtained in Example 1 was added to 10 mL of a 5% sodium hydrogen carbonate aqueous solution, and the mixture was extracted two times with 10 mL of a mixed solution of dichloromethane/2-propanol (4/1(v/v)). The organic layer was dried under reduced pressure to afford 55 mg of the title compound as a solid.

Workup

extractionthe mixture was extracted two times with 10 mL of a mixed solution of dichloromethane/2-propanol (4/1(v/v))
customThe organic layer was dried under reduced pressure

Sources & evidence

ORD record: ord-b736b6562f0f443ba8b5bd43eff83745
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08030315B2

Reaction notes

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