Repaglinide → KMUP-1 Repaglinide

HRID 1260168Notes

Reaction equation

HRID 1260168 reaction equation
[CH3:1][N:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:5](=[O:6])[C:4]2[N:11]([CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][N:19]([C:22]4[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH2:18][CH2:17]3)[CH:12]=[N:13][C:3]1=2.[CH3:29][CH2:30][O:31][C:32]1[CH:33]=[C:34]([CH2:41][C:42]([NH:44][C@H:45]([C:50]2[CH:51]=[CH:52][CH:53]=[CH:54][C:55]=2[N:56]2[CH2:61][CH2:60][CH2:59][CH2:58][CH2:57]2)[CH2:46][CH:47]([CH3:49])[CH3:48])=[O:43])[CH:35]=[CH:36][C:37]=1[C:38]([OH:40])=[O:39]>C(O)C.O>[CH3:1][N:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:5](=[O:6])[C:4]2[N:11]([CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][N:19]([C:22]4[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH2:18][CH2:17]3)[CH:12]=[N:13][C:3]1=2.[CH3:29][CH2:30][O:31][C:32]1[CH:33]=[C:34]([CH2:41][C:42]([NH:44][C@H:45]([C:50]2[CH:51]=[CH:52][CH:53]=[CH:54][C:55]=2[N:56]2[CH2:61][CH2:60][CH2:59][CH2:58][CH2:57]2)[CH2:46][CH:47]([CH3:49])[CH3:48])=[O:43])[CH:35]=[CH:36][C:37]=1[C:38]([OH:40])=[O:39]

Participants

5

Reactant 2

HCID 65981RepaglinideHCID 10453764Kmup 1

Product 1

HCID 131730657KMUP-1 Repaglinide

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

KMUP-1 (8.0 g) is dissolved in a mixture of ethanol (100 mL) and water (30 mL), to which repaglinide (9.1 g) dissolved in ethyl alcohol (150 mL) is added, and the mixture is reacted at 50° C. for 20 mins. The precipitate is obtained through filtering under room temperature, which is re-crystallized from methanol over night at room temperature and then filtrated to obtain KMUP-1-repaglinide complex (15.3 g).

Workup

  1. additionis added
  2. customthe mixture is reacted at 50° C. for 20 mins
  3. customThe precipitate is obtained
  4. filtrationthrough filtering under room temperature
  5. customwhich is re-crystallized from methanol over night at room temperature
  6. filtrationfiltrated
  7. customto obtain KMUP-1-repaglinide complex (15.3 g)

Sources & evidence

ORD record
ord-13392e0d20404df59c1a9773b36266b9
Source dataset
uspto-grants-2013_06
Patent number
US08470805B2

Reaction notes

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