Hydrochloric Acid → Melphalan

HRID 1972144Notes

Reaction equation

HRID 1972144 reaction equation
[CH:1]1[C:6]([CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10])=[CH:5][CH:4]=[C:3]([N:13]([CH2:17][CH2:18][Cl:19])[CH2:14][CH2:15][Cl:16])[CH:2]=1.Cl.Cl.[Al]>O>[CH:1]1[C:6]([CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10])=[CH:5][CH:4]=[C:3]([N:13]([CH2:14][CH2:15][Cl:16])[CH2:17][CH2:18][Cl:19])[CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5359268AluminumHCID 9927978Melphalan hydrochlorideHCID 178435178HCID 178435178, compound

Product 1

HCID 460612MelphalanYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Place 100˜500 g of Melphalan HCl (IM1036) into a flask. Add 4N HCl until most of the solids are dissolved while stirring. Stir the mixture for more than 10 mins. Filter the mixture with a Millipor® all-glass 47 mm microfiltration assembly with nylon membrane. Rinse the solid with 4N HCl; combine the filtrate and wash to give a clear pale-yellow solution. Transfer the solution into several vacuum flasks. Swirl the vacuum flasks gently in a dry-ice/acetone bath. The cooling process will take more than 30 min. until the liquid is completely frozen. Mount the flasks to a lyophilizer with the pressure preset at 225 mmHg and temperature at <−40° C. The freeze-drying process continues for more than 48 hours until the water content meets the specification requirement. Release the vacuum and weigh the product. The product is packed in the polypropylene bags inside a sealed aluminum pouch and stored at 2˜8° C. in a refrigerator, to protect from light and moisture. The yield is 90˜95% of theoretical yield.

Workup

  1. dissolutionare dissolved
  2. stirringStir the mixture for more than 10 mins
  3. filtrationFilter the mixture with a Millipor® all-glass 47 mm microfiltration assembly with nylon membrane
  4. washRinse the solid with 4N HCl
  5. washwash
  6. customto give a clear pale-yellow solution
  7. waitThe cooling process will take more than 30 min. until the liquid
  8. temperatureis completely frozen
  9. customat <−40° C
  10. customstored at 2˜8° C. in a refrigerator

Sources & evidence

ORD record
ord-9ec0ca1a4d794834b807e3a649ba353e
Source dataset
uspto-grants-2013_04
Patent number
US08431735B2

Reaction notes

Loading…