Hydrochloric Acid → HCID 23368465, compound

HRID 1901624Notes

Reaction equation

HRID 1901624 reaction equation
[C:1]([O:4][CH2:5][CH:6]([NH:27]C(OC(C)(C)C)=O)[CH2:7][O:8][C:9]1[C:13]2[CH:14]=[C:15]([N:18](C)[C:19](OC(C)(C)C)=O)[CH:16]=[CH:17][C:12]=2[O:11][N:10]=1)(=[O:3])[NH2:2].O1CCOCC1.[ClH:41]>CO>[ClH:41].[NH2:27][CH:6]([CH2:5][O:4][C:1](=[O:3])[NH2:2])[CH2:7][O:8][C:9]1[C:13]2[CH:14]=[C:15]([NH:18][CH3:19])[CH:16]=[CH:17][C:12]=2[O:11][N:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 23368484HCID 23368484, compound

Product 1

HCID 23368465HCID 23368465, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.10 g of 3-(3-carbamoyloxy-2-tert-butoxycarbonylaminopropoxy)-5-(N-methyl-N-tert-butoxycarbonylamino)-1,2-benzoisoxazole in 5 ml of methanol is added 1.2 ml of a dioxane solution (2.2N) of hydrogen chloride at 5°-10° C., and they are subjected to reaction at 20°-25° C. overnight. The solvent is removed from the reaction mixture by distillation under reduced pressure, and the residue obtained is crystallized from 2-propanol, after which the crystals are collected by filtration to obtain 0.03 g of colorless, crystalline 3-(2-amino-3-carbamoyloxypropoxy)-5-methylamino-1,2-benzoisoxazole hydrochloride having a melting point of 179°-185° C.

Workup

  1. customthey are subjected to reaction at 20°-25° C. overnight
  2. customThe solvent is removed from the reaction mixture by distillation under reduced pressure
  3. customthe residue obtained
  4. customis crystallized from 2-propanol
  5. filtrationafter which the crystals are collected by filtration

Sources & evidence

ORD record
ord-c592693c2850499d8ecd7ba2ea05aef0
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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