Hydrochloric Acid → Saxagliptin hydrochloride

HRID 1960060Notes

Reaction equation

HRID 1960060 reaction equation
[CH2:1]1[C@@H:6]([C:7]#[N:8])[N:5]([C:9]([C@@H:11]([NH2:23])[C:12]23[CH2:21][C:19]4([OH:22])[CH2:20][CH:14]([CH2:15][CH:16]([CH2:18]4)[CH2:17]2)[CH2:13]3)=[O:10])[C@@H:4]2[C@H:2]1[CH2:3]2.O.[ClH:25]>C(O)CCC>[CH2:1]1[C@@H:6]([C:7]#[N:8])[N:5]([C:9]([C@@H:11]([NH2:23])[C:12]23[CH2:21][C:19]4([OH:22])[CH2:20][CH:14]([CH2:15][CH:16]([CH2:18]4)[CH2:17]2)[CH2:13]3)=[O:10])[C@@H:4]2[C@H:2]1[CH2:3]2.[ClH:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53297473945667-22-1

Product 1

HCID 49800073Saxagliptin hydrochloride

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent2×

Procedure

Saxagliptin monohydrate, form H-1 (1 g) was suspended in 10 ml of 1-butanol and 0.275 ml of conc. HCl was added. A thick suspension was obtained. An additional 15 ml of 1-butanol were added and the suspension stirred at RT for an additional 30 min. The suspension was then filtered, yielding 640 mg of Saxagliptin HCl, form D.

Workup

  1. customA thick suspension was obtained
  2. filtrationThe suspension was then filtered

Sources & evidence

ORD record
ord-aa0748df391245c2a215b420954f909d
Source dataset
uspto-grants-2013_04
Patent number
US08410288B2

Reaction notes

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