Citric Acid → HCID 86640094, compound

HRID 1942912Notes

Reaction equation

HRID 1942912 reaction equation
[CH:1]1[C:2]([CH2:10][C@@H:11]([NH2:28])[CH2:12][C:13]([N:15]2[CH2:27][C:19]3=[N:20][N:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[N:18]3[CH2:17][CH2:16]2)=[O:14])=[C:3]([F:9])[CH:4]=[C:5]([F:8])[C:6]=1[F:7].[C:29]([OH:41])(=[O:40])[CH2:30][C:31]([CH2:36][C:37]([OH:39])=[O:38])([C:33]([OH:35])=[O:34])[OH:32]>CC(O)C>[CH:1]1[C:2]([CH2:10][C@@H:11]([NH2:28])[CH2:12][C:13]([N:15]2[CH2:27][C:19]3=[N:20][N:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[N:18]3[CH2:17][CH2:16]2)=[O:14])=[C:3]([F:9])[CH:4]=[C:5]([F:8])[C:6]=1[F:7].[C:29]([O-:41])(=[O:40])[CH2:30][C:31]([CH2:36][C:37]([O-:39])=[O:38])([C:33]([O-:35])=[O:34])[OH:32]

Participants

4

Reactant 2

HCID 311Citric AcidHCID 4369359Sitagliptin

Product 1

HCID 86640094HCID 86640094, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
40 °C

Procedure

Sitagliptin base (150 mg) was suspended in 2-propanol (2.5 mL). Citric acid (71 mg) was added and the mixture was stirred for one hour at ambient temperature and 2 hours at 40° C. The mixture was allowed to cool to ambient temperature and stirred for 24 hours at this temperature. The solid was filtered and dried at ambient temperature.

Workup

  1. temperatureto cool to ambient temperature
  2. stirringstirred for 24 hours at this temperature
  3. filtrationThe solid was filtered
  4. customdried at ambient temperature

Sources & evidence

ORD record
ord-e8552106ff7f4844aa6f3034502face1
Source dataset
uspto-grants-2013_03
Patent number
US08389724B2

Reaction notes

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