Ethanol → HCID 9933036, compound

HRID 1384448Notes

Reaction equation

HRID 1384448 reaction equation
[CH3:1][C:2]1[C:7]2[C:8]([NH2:13])=[N:9][C:10]([NH2:12])=[N:11][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:14][NH:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=1.[CH2:28]([OH:30])C>CN(C=O)C.O>[CH3:1][C:2]1[C:7]2[C:8]([NH2:13])=[N:9][C:10]([NH2:12])=[N:11][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:14][NH:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=1.[CH3:8][N:9]([CH:28]=[O:30])[CH3:10]

Participants

5

Reactant 2

HCID 702EthanolHCID 5583Trimetrexate

Product 1

HCID 9933036HCID 9933036, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

The crude trimetrexate base is dissolved in a mixture of DMF and water, preferably in a v/v ratio of about 10:1. The solution is initially heated to about 100° C., then a polar component such as an alcohol, preferably ethanol, is added as the solution cools to about 55-60° C. where crystallization occurs. The resulting crystals are then washed with ethanol to yield a pure trimetrexate DMF adduct. This trimetrexate-DMF adduct is itself a novel compound and is included within the scope of the invention.

Workup

  1. customcools to about 55-60° C.
  2. customwhere crystallization
  3. washThe resulting crystals are then washed with ethanol

Sources & evidence

ORD record
ord-7b9ca8f760834ce5a247ce2b9e01b0b5
Source dataset
uspto-grants-2001_07
Patent number
US06258952B1

Reaction notes

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