Hydrochloric Acid → HCID 67605851, compound

HRID 40555Notes

Reaction equation

HRID 40555 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:12]=[CH:13][C:14]([N:17]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[N:20](C(O)=O)[CH2:19][CH2:18]4)=[N:15][CH:16]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.Cl>O1CCOCC1>[O:4]1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:12]=[CH:13][C:14]([N:17]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[NH:20][CH2:19][CH2:18]4)=[N:15][CH:16]=3)[CH2:7][CH2:6]2)[O:1][CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67606411HCID 67606411, compound

Product 1

HCID 67605851HCID 67605851, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

2.7 g of tert-butyl ester of 4-[5-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-pyridin-2-yl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid is put in 30 ml of dioxane, then 22.37 ml of 4N HCl in dioxane is added. The reaction mixture is stirred for 48 h in a closed environment at room temperature. After concentration to dryness, the reaction mixture is diluted with 200 ml of a saturated aqueous solution of sodium hydrogen carbonate and extracted twice with 200 ml of dichloromethane. The resultant organic phases are combined, washed with 100 ml of a saturated aqueous solution of sodium hydrogen carbonate, and with 100 ml of a saturated aqueous solution of sodium chloride, dried over MgSO4 and concentrated to dryness. 2.1 g of 1-[5-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-pyridin-2-yl]-1,2,3,4-tetrahydroquinoxaline is obtained.

Workup

  1. concentrationAfter concentration to dryness
  2. additionthe reaction mixture is diluted with 200 ml of a saturated aqueous solution of sodium hydrogen carbonate
  3. extractionextracted twice with 200 ml of dichloromethane
  4. washwashed with 100 ml of a saturated aqueous solution of sodium hydrogen carbonate
  5. dry with materialwith 100 ml of a saturated aqueous solution of sodium chloride, dried over MgSO4
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-3ee0ce2080854190b3d16e7fddff5144
Source dataset
uspto-grants-2013_09
Patent number
US08530473B2

Reaction notes

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