1,4-Dioxane hydrochloride → HCID 67351083, compound

HRID 1672840Notes

Reaction equation

HRID 1672840 reaction equation
[CH2:1]([NH:3][C:4]1[N:5]=[CH:6][C:7]2[C:16](=[O:17])[N:15]([C:18]3[CH:19]=[C:20]([CH:28]=[CH:29][CH:30]=3)[O:21]N3CCCCC3)[CH2:14][CH:13]3[N:9]([CH2:10][CH2:11][CH2:12]3)[C:8]=2[N:31]=1)[CH3:2].Cl.O1[CH2:38][CH2:37]OCC1>O1CCOCC1>[CH2:1]([NH:3][C:4]1[N:5]=[CH:6][C:7]2[C:16](=[O:17])[N:15]([C:18]3[CH:30]=[CH:29][CH:28]=[C:20]([O:21][CH:38]4[CH2:37][CH2:4][NH:3][CH2:1][CH2:2]4)[CH:19]=3)[CH2:14][C@H:13]3[N:9]([CH2:10][CH2:11][CH2:12]3)[C:8]=2[N:31]=1)[CH3:2]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86643705HCID 86643705, compound

Product 1

HCID 67351083HCID 67351083, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(S)-1-Tert-butoxycarbonyl-4-(3-(9-ethylamino-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)phenoxypiperidine (0.633 g, 1.21 mmol) obtained in Step 2 was dissolved in 1,4-dioxane (10 mL), and the mixture was stirred at room temperature for 1.5 hours after adding a 4 mol/L hydrochloric acid-1,4-dioxane solution (10 mL). The mixture was concentrated under reduced pressure, diluted with chloroform, and washed with a saturated aqueous sodium bicarbonate solution. The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and crystallized from diethyl ether to give the title compound (Compound 147) (0.420 g, 82%).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additiondiluted with chloroform
  3. washwashed with a saturated aqueous sodium bicarbonate solution
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customcrystallized from diethyl ether

Sources & evidence

ORD record
ord-d19534aa6edf4abb9af4667fd0433a11
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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