1,4-Dioxane hydrochloride → HCID 66990833, compound

HRID 2359340Notes

Reaction equation

HRID 2359340 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([O:7][CH2:8][CH2:9][O:10][CH:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:18]=[N:19][CH:20]=[C:21]4[C:26]=3[N:25]=[C:24]([C:27]([NH2:29])=[O:28])[CH:23]=[CH:22]4)[CH2:13][CH2:12]2)[CH2:3][CH2:2]1.[ClH:30].O1CCOCC1>C(O)C>[ClH:30].[O:1]1[CH2:6][CH2:5][CH:4]([O:7][CH2:8][CH2:9][O:10][CH:11]2[CH2:12][CH2:13][N:14]([C:17]3[CH:18]=[N:19][CH:20]=[C:21]4[C:26]=3[N:25]=[C:24]([C:27]([NH2:29])=[O:28])[CH:23]=[CH:22]4)[CH2:15][CH2:16]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 46846959HCID 46846959, compound

Product 1

HCID 66990833HCID 66990833, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8-{4-[2-(Tetrahydro-2H-pyran-4-yloxy)ethoxy]piperidin-1-yl}-1,6-naphthyridine-2-carboxamide (400 mg, 1.00 mmol) produced in Example 6 was dissolved in ethanol (8 mL), to which a 4M hydrochloric acid/dioxane solution (1.0 mL, 4.0 mmol) was then slowly added, followed by stirring at room temperature for 10 minutes. The resulting reaction liquid was concentrated under reduced pressure, and the residue thus obtained was crystallized from ethanol and diethyl ether to give the desired title compound (368 mg, yield 84%).

Workup

  1. additionwas then slowly added
  2. customThe resulting reaction liquid
  3. concentrationwas concentrated under reduced pressure
  4. customthe residue thus obtained
  5. customwas crystallized from ethanol and diethyl ether

Sources & evidence

ORD record
ord-0fc7b7b8624d4f5d99d64a0605db0b6b
Source dataset
uspto-grants-2014_04
Patent number
US08685981B2

Reaction notes

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