HCID 131730100, compound → Sitagliptin

HRID 2191366Notes

Reaction equation

HRID 2191366 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([O-])(=O)[C@H](C1C=CC=CC=1)O>CC(C)=O>[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]

Participants

3

Reactant 1

HCID 131730100HCID 131730100, compound

Product 1

HCID 4369359Sitagliptin

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Sitagliptin (S)-mandelate crystalline Form N4 can be prepared by a process comprising forming a solution of Sitagliptin base in acetone; combining the solution with mandelic acid to form a precipitate; and isolating the obtained precipitate. Preferably, the mandelic acid is used at a mol ratio of about 1:1 of Sitagliptin base to mandelic acid. Preferably, the acid is (S)-(+)-mandelic acid.

Sources & evidence

ORD record
ord-2dfac87439054cd4a368eff6c3ba2f25
Source dataset
uspto-grants-2012_12
Patent number
US08329696B2

Reaction notes

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