Diisopropyl Ether → HCID 178511829, compound

HRID 711127

Reaction equation

HRID 711127 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.

Workup

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

Sources & evidence

ORD record
ord-b433bb3107814315a15bc68ab198b2e5
Source dataset
uspto-grants-2015_11
Patent number
US09181256B2

Linked notes

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