1,4-Dioxane hydrochloride → HCID 23109894, compound

HRID 2223902Notes

Reaction equation

HRID 2223902 reaction equation
[C:1]1([CH3:39])[CH:6]=[CH:5][C:4]([N:7]([CH:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23]3([CH2:29][CH2:30][NH:31]C(=O)OC(C)(C)C)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH2:17][CH2:16]2)[C:8]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)=[O:9])=[CH:3][CH:2]=1.Cl.O1CCOCC1>CO>[NH2:31][CH2:30][CH2:29][C:23]1([CH2:22][CH2:21][N:18]2[CH2:19][CH2:20][CH:15]([N:7]([C:4]3[CH:3]=[CH:2][C:1]([CH3:39])=[CH:6][CH:5]=3)[C:8]([C:10]3[O:11][CH:12]=[CH:13][CH:14]=3)=[O:9])[CH2:16][CH2:17]2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59714944HCID 59714944, compound

Product 1

HCID 23109894HCID 23109894, compoundYield 108.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 2-[1-[2-[4-[N-(p-tolyl)-2-furancarboxamido]piperidin-1-yl]ethyl]cyclohexyl]ethylcarbamate (synthesized in Example 17) (1.14 g) in methanol (4 mL) was added a 4N hydrochloric acid/dioxane solution (3 mL). The solution was stirred at room temperature for 12 hours. The reaction solution was concentrated under reduced pressure. The resulting residue was purified by chromatography [NH silica gel, chloroform-methanol (20:1)] to give the title compound (1.01 g).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customThe resulting residue was purified by chromatography [NH silica gel, chloroform-methanol (20:1)]

Sources & evidence

ORD record
ord-2e8d212213cf416abd35a2c1d18e2b5e
Source dataset
uspto-grants-2008_05
Patent number
US07375115B2

Reaction notes

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