Glycolic Acid → HCID 86640095, compound

HRID 1942913Notes

Reaction equation

HRID 1942913 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:33])(=[O:32])[CH2:30][OH:31]>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-:33])(=[O:32])[CH2:30][OH:31]

Participants

4

Reactant 2

HCID 757Glycolic AcidHCID 4369359Sitagliptin

Product 1

HCID 86640095HCID 86640095, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
40 °C

Procedure

Sitagliptin base (150 mg) was suspended in 2-propanol (2.5 mL). Glycolic acid (28 mg) was added and the mixture was stirred for one hour at ambient temperature and 2 hours at 40° C. to give a solution. The mixture was allowed to cool to ambient temperature and stirred for 24 hours at this temperature. The solution was concentrated under vacuum at ambient temperature.

Workup

  1. customto give a solution
  2. temperatureto cool to ambient temperature
  3. stirringstirred for 24 hours at this temperature
  4. concentrationThe solution was concentrated under vacuum at ambient temperature

Sources & evidence

ORD record
ord-4597bdc621664e08bd56bd20ee76c197
Source dataset
uspto-grants-2013_03
Patent number
US08389724B2

Reaction notes

Loading…