Indomethacin → KMUP-1 Indomethacin

HRID 1260167Notes

Reaction equation

HRID 1260167 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][C:30]1[N:38]([C:39]([C:41]2[CH:42]=[CH:43][C:44]([Cl:47])=[CH:45][CH:46]=2)=[O:40])[C:37]2[CH:36]=[CH:35][C:34]([O:48][CH3:49])=[CH:33][C:32]=2[C:31]=1[CH2:50][C:51]([OH:53])=[O:52]>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][C:30]1[N:38]([C:39]([C:41]2[CH:42]=[CH:43][C:44]([Cl:47])=[CH:45][CH:46]=2)=[O:40])[C:37]2[CH:36]=[CH:35][C:34]([O:48][CH3:49])=[CH:33][C:32]=2[C:31]=1[CH2:50][C:51]([OH:53])=[O:52]

Participants

5

Reactant 2

HCID 3715IndomethacinHCID 10453764Kmup 1

Product 1

HCID 131730656KMUP-1 Indomethacin

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 indomethacin (7 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 and then filtrated to obtain KMUP-1-Indomethacin complex (13.2 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
  6. filtrationfiltrated
  7. customto obtain KMUP-1-Indomethacin complex (13.2 g)

Sources & evidence

ORD record
ord-38aaba9be8264d47ac03b9840b3164f2
Source dataset
uspto-grants-2013_06
Patent number
US08470805B2

Reaction notes

Loading…