Isopropanol → HCID 86625622, compound

HRID 913263

Reaction equation

HRID 913263 reaction equation
[C@@H:1]1([N:8]2[CH:16]=[C:14]([CH3:15])[C:12](=[O:13])[NH:11][C:9]2=[O:10])[O:7][C@H:4]([CH2:5][OH:6])[CH:3]=[CH:2]1.[CH:17](O)([CH3:19])[CH3:18]>>[CH3:15][C:14]1[C:12](=[O:13])[NH:11][C:9](=[O:10])[N:8]([C@@H:1]2[O:7][C@H:4]([CH2:5][OH:6])[CH:3]=[CH:2]2)[CH:16]=1.[CH3:1][N:8]1[C:9](=[O:10])[N:11]([CH3:12])[CH2:19][CH2:17][CH2:18]1

Participants

3

Reactant 2

HCID 3776IsopropanolHCID 18283Stavudine

Product 1

HCID 86625622HCID 86625622, compoundYield 86.7%

Conditions

Temperature
72.5 °C

Procedure

Crude Stavudine (25 g, 96.7% pure, 0.1116 mole), N,N-dimethyl propylene urea (37.5 g, 1.5 parts) are added to isopropanol (50 ml, 2 volumes) and heated to 70-75° C. for dissolution. The obtained solution is stirred for 15 min. at 75° C. and cooled to 6-8° C. The precipitated product is filtered, washed with IPA and dried to give 34.1 g of Stavudine DMPU solvate (86.7%) with a chromatographic purity of 99.91%

Workup

  1. temperaturecooled to 6-8° C
  2. filtrationThe precipitated product is filtered
  3. washwashed with IPA
  4. customdried

Sources & evidence

ORD record
ord-3bef8ecacc9241ef8997901932ea5619
Source dataset
uspto-grants-2011_09
Patent number
US08026356B2

Linked notes

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