Hydrochloric Acid → HCID 54710388, compound

HRID 1846225Notes

Reaction equation

HRID 1846225 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][N:10]=2)[N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.CC1OCCC1.Cl.O1CCOCC1>CCOC(C)=O>[NH:5]1[C:6]2[C:11](=[N:10][CH:9]=[CH:8][CH:7]=2)[C:2](=[O:1])[CH2:3][CH2:4]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 73012-MethyltetrahydrofuranHCID 312751,4-DioxaneHCID 89964768HCID 89964768, compound

Product 1

HCID 54710388HCID 54710388, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 4-oxo-3,4-dihydro-1,5-naphthyridine-1(2H)-carboxylate (1 eq.) and 2-MeTHF (0.2 M) is added 4M HCl in dioxane (5 eq.). The reaction is monitored by TLC. The reaction is diluted with EtOAc and washed with saturated NaHCO3. The organic solution is dried over MgSO4 and concentrated in vacuo. The compound that may be thus obtained is purified by column chromatography to give the title compound.

Workup

  1. washwashed with saturated NaHCO3
  2. dry with materialThe organic solution is dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe compound that may be thus obtained
  5. customis purified by column chromatography

Sources & evidence

ORD record
ord-b987a6e58c364847b5da333618fcc3a9
Source dataset
uspto-grants-2015_02
Patent number
US08952009B2

Reaction notes

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