1,4-Dioxane → HCID 66665368, compound

HRID 406257Notes

Reaction equation

HRID 406257 reaction equation
[C:1]([O:4][CH:5]1[C:14]2[C:9](=[N:10][C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:13]=2)[N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)(=[O:3])[CH3:2].O1CCOCC1>Cl>[C:1]([O:4][CH:5]1[C:14]2[C:9](=[N:10][C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:13]=2)[NH:8][CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 66665472HCID 66665472, compound

Product 1

HCID 66665368HCID 66665368, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of tert-butyl 8-acetoxy-2,3-diphenyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate (Step 1) (190 mg, 0.426 mmol) in 4M HCl in dioxane (dry) (2.665 ml, 10.66 mmol) was left to stir at room temperature for 1 hour, under an atmosphere of nitrogen. The mixture was concentrated in vacuo and the crude product was purified by chromatography on silica eluting with EtOAc/iso-hexane to afford the title compound;

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe crude product was purified by chromatography on silica eluting with EtOAc/iso-hexane

Sources & evidence

ORD record
ord-dcb0ed54ac684c889221250c7feedade
Source dataset
uspto-grants-2014_06
Patent number
US08754085B2

Reaction notes

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