1,4-Dioxane hydrochloride → HCID 53487250, compound

HRID 2068574Notes

Reaction equation

HRID 2068574 reaction equation
C(O[C:6]([N:8]1CC[CH2:12][N:11]([C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[N:21]=[CH:20][N:19]([CH2:25][C:26]([OH:28])=[O:27])[C:18]3=[O:29])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:30].O1CCOCC1>O1CCOCC1>[ClH:30].[O:29]=[C:18]1[C:17]2[C:22](=[CH:23][CH:24]=[C:15]([N:11]3[CH2:10][CH2:9][NH:8][CH2:6][CH2:12]3)[CH:16]=2)[N:21]=[CH:20][N:19]1[CH2:25][C:26]([OH:28])=[O:27]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59238172HCID 59238172, compound

Product 1

HCID 53487250HCID 53487250, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4-(3-Carboxymethyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (9.8 g) was suspended in 20 mL of dioxane. To this suspension was added 4N HCl/dioxane solution (100 mL) and 20 mL of dioxane; the mixture was stirred at room temperature for 3 hours. At this time, the solvent was removed by concentration of the reaction mixture in vacuo, and to the residue was added tetrahydofuran. The mixture was again concentrated in vacuo. The residue was triturated with dry diethyl ether, filtered and washed with dry diethyl ether. In this manner, 14.74 g of a solid was obtained. This solid was used without further purification.

Workup

  1. customAt this time, the solvent was removed by concentration of the reaction mixture in vacuo
  2. additionto the residue was added tetrahydofuran
  3. concentrationThe mixture was again concentrated in vacuo
  4. customThe residue was triturated with dry diethyl ether
  5. filtrationfiltered
  6. washwashed with dry diethyl ether

Sources & evidence

ORD record
ord-8a8fd692f0fa464aa36e6ea3f9b7f568
Source dataset
uspto-grants-2012_10
Patent number
US08299023B2

Reaction notes

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