Acetonitrile → HCID 131725684, compound

HRID 1793800Notes

Reaction equation

HRID 1793800 reaction equation
[CH3:1][CH:2]([CH2:4][C@H:5]([CH2:10][NH2:11])[CH2:6][C:7]([OH:9])=[O:8])[CH3:3].[OH:12][CH:13]1[O:32][C@H:31]([CH2:33][OH:34])[C@@H:18]([O:19][C@@H:20]2[O:28][C@H:27]([CH2:29][OH:30])[C@H:25]([OH:26])[C@H:23]([OH:24])[C@H:21]2[OH:22])[C@H:16]([OH:17])[C@H:14]1[OH:15].C(#N)C>O.C(O)(C)C>[CH3:3][CH:2]([CH2:4][C@H:5]([CH2:10][NH2:11])[CH2:6][C:7]([OH:9])=[O:8])[CH3:1].[OH:12][CH:13]1[O:32][C@H:31]([CH2:33][OH:34])[C@@H:18]([O:19][C@@H:20]2[O:28][C@H:27]([CH2:29][OH:30])[C@H:25]([OH:26])[C@H:23]([OH:24])[C@H:21]2[OH:22])[C@H:16]([OH:17])[C@H:14]1[OH:15]

Participants

6

Reactant 3

HCID 6342AcetonitrileHCID 440995(+)-LactoseHCID 5486971Pregabalin

Product 1

HCID 131725684HCID 131725684, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
90 °C

Procedure

Pregabalin (0.8 g) and lactose (3.8 g) were dissolved in 5 mL of water with stirring and heat. The solution was then heated at 90° C. in an open Pyrex™ beaker using a heating block overnight. The resulting solid was then redissolved in approximately 20 mL of isopropyl alcohol by sonicating and heating. Forty milliliters of acetonitrile were added to this solution. The resulting solid was subjected to preparative scale reversed-phase chromatography.

Workup

  1. temperatureheat
  2. customa heating block overnight
  3. customby sonicating
  4. temperatureheating

Sources & evidence

ORD record
ord-522d9bae185e4a17a4eae62abe878679
Source dataset
uspto-grants-2006_04
Patent number
US07022678B2

Reaction notes

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