HCID 66683962, compound → HCID 66684683, compound

HRID 1048977Notes

Reaction equation

HRID 1048977 reaction equation
[CH3:1][NH:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[NH:13][CH3:14].[H][H]>C1COCC1.[Pd]>[NH2:10][C:6]1[C:5]([NH:13][CH3:14])=[C:4]([CH:9]=[CH:8][CH:7]=1)[C:3]([NH:2][CH3:1])=[O:15]

Participants

5

Reactant 2

HCID 66683962HCID 66683962, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66684683HCID 66684683, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of N-methyl-2-(methyl-amino)-3-nitrobenzamide (17; 0.22 g, 0.00104 mol) in THF (10 ml) was added 10% palladium on carbon (catalytic amount) portion wise at room temperature. The reaction mixture was allowed to stir under the atmosphere of hydrogen gas supplied by balloon at room temperature for 3 h. The reaction mixture was filtered through CELITE® and filtrate was concentrated to afford the desired product 3-amino-N-methyl-2-(methyl-amino) benzamide after drying and carry forward to next step by checking LCMS. LCMS (ES) m/e MS (M+1=180) Purity: 85.6%.

Workup

  1. filtrationThe reaction mixture was filtered through CELITE® and filtrate
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-59021f448f254fa5ae2eac20e55e5f87
Source dataset
uspto-grants-2016_07
Patent number
US09382226B2

Reaction notes

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