Diisopropyl Ether → HCID 178511829, compound

HRID 1050901Notes

Reaction equation

HRID 1050901 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].[CH:29]1[C:34](/[CH:35]=[CH:36]/[C:37]([OH:39])=[O:38])=[CH:33][CH:32]=[C:31]([OH:40])[CH:30]=1.C(OC(C)C)(C)C>CO>[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:37]([O-:39])(=[O:38])/[CH:36]=[CH:35]/[C:34]1[CH:33]=[CH:32][C:31]([OH:40])=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 637542P-Coumaric AcidHCID 4369359Sitagliptin

Product 1

HCID 178511829HCID 178511829, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sitagliptin free base (2.0 gms) and coumaric acid (0.80 gms) were dissolved in methanol (12 ml) at 60° C. to 65° C. and the solution was cooled to room temperature. Isopropyl ether (240 ml) was added to the resultant clear solution and stirred for 14 hours. Precipitated solids were filtered and dried at 50° C. to 55° C. for 6 hours to obtain the title compound. Yield: 2.05 gms.

Workup

  1. customPrecipitated solids
  2. filtrationwere filtered
  3. customdried at 50° C. to 55° C. for 6 hours

Sources & evidence

ORD record
ord-25acc09a88b945dbb17bd6d9fa988520
Source dataset
uspto-grants-2016_07
Patent number
US09388113B2

Reaction notes

Loading…