HCID 86704555, compound → HCID 86704556, compound

HRID 633471Notes

Reaction equation

HRID 633471 reaction equation
[CH3:1][O:2][CH:3]([N:5]1[C:10]2[CH:11]=[C:12]([N+:15]([O-])=O)[CH:13]=[CH:14][C:9]=2[O:8][C:7]([CH3:19])([CH3:18])[C:6]1=[O:20])[CH3:4]>CO.[Pd]>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]2[O:8][C:7]([CH3:18])([CH3:19])[C:6](=[O:20])[N:5]([CH:3]([O:2][CH3:1])[CH3:4])[C:10]=2[CH:11]=1

Participants

4

Reactant 1

HCID 86704555HCID 86704555, compound

Product 1

HCID 86704556HCID 86704556, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4N-(1-methoxyethyl)-2,2-dimethyl-6-nitro-2H-1,4-benzoxazin-3(4H)-one (378 mg, 1.35 mmol, 1 equiv.) in 10 mL of MeOH in the presence of 38 mg of Pd/C was hydrogenated at room temperature for 3 h. The reaction mixture was then filtered through a pad of celite and the filtrate was concentrated to give the product in quantitative yield.

Workup

  1. filtrationThe reaction mixture was then filtered through a pad of celite
  2. concentrationthe filtrate was concentrated
  3. customto give the product in quantitative yield

Sources & evidence

ORD record
ord-a61b47c726324667a59341627d34af7b
Source dataset
uspto-grants-2016_04
Patent number
US09321763B2

Reaction notes

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