1,4-Dioxane hydrochloride → HCID 59703774, compound

HRID 908589Notes

Reaction equation

HRID 908589 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][C@@H:9]1[C:17](=[O:29])[NH:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=1)=O)(C)(C)C.Cl.O1CCOCC1>C(Cl)(Cl)Cl.C(OC(C)C)(C)C>[CH:26]([C:23]1[CH:22]=[CH:21][C:20]([CH2:19][NH:18][C:17]([C@H:9]2[CH2:10][N:11]([C:14](=[O:16])[CH3:15])[CH2:12][CH2:13][NH:8]2)=[O:29])=[CH:25][CH:24]=1)([CH3:28])[CH3:27]

Participants

5

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59703825HCID 59703825, compound

Product 1

HCID 59703774HCID 59703774, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 7914Diisopropyl EtherSolvent

Procedure

To a solution of the compound (4.72 g) obtained in Step 2 in chloroform (5 ml) was added, with stirring at room temperature, 4N hydrogen chloride/1,4-dioxane solution (20 ml). After stirring at room temperature for 3 hr, the reaction mixture was concentrated under reduced pressure. Toluene was added to the residue, and the mixture was concentrated again under reduced pressure. The obtained crude crystals were suspended in diisopropyl ether, collected by filtration and dried to give the title compound (3.23 g).

Workup

  1. stirringAfter stirring at room temperature for 3 hr
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionToluene was added to the residue
  4. concentrationthe mixture was concentrated again under reduced pressure
  5. customThe obtained crude crystals
  6. filtrationcollected by filtration
  7. customdried

Sources & evidence

ORD record
ord-d9e421f12e4b43c581c2883ccf7480f4
Source dataset
uspto-grants-2011_09
Patent number
US08017612B2

Reaction notes

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