Ethyl Acetate → 2-(2,3-Dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)ethanamine

HRID 406219Notes

Reaction equation

HRID 406219 reaction equation
[C:1]1([CH3:34])[CH:6]=[CH:5][C:4]([C:7]2[N:8]=[C:9]3[CH2:23][CH2:22][CH2:21][N:20]([CH2:24][CH2:25][NH:26]C(=O)OC(C)(C)C)[C:10]3=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)=[CH:3][CH:2]=1.O1CCOCC1.CCOC(C)=O.C(=O)([O-])[O-].[Na+].[Na+]>Cl>[C:1]1([CH3:34])[CH:2]=[CH:3][C:4]([C:7]2[N:8]=[C:9]3[CH2:23][CH2:22][CH2:21][N:20]([CH2:24][CH2:25][NH2:26])[C:10]3=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 312751,4-DioxaneHCID 86681851HCID 86681851, compound

Product 1

HCID 666659362-(2,3-Dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)ethanamine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

tert-Butyl 2-(2,3-dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)ethylcarbamate (step 1)(171 mg, 0.373 mmol) was stirred in 4M HCl in Dioxane (1 ml, 4.00 mmol) for 2 h. The suspension was added to EtOAc and saturated sodium carbonate. The organic layer was separated, dried over (MgSO4), filtered and concentrated in vacuo to afford the title compound;

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e3c9dae003be44f1b1e6f59749b8d15c
Source dataset
uspto-grants-2014_06
Patent number
US08754085B2

Reaction notes

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