HCID 58964513, compound → HCID 58964515, compound

HRID 2069285Notes

Reaction equation

HRID 2069285 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([NH:10][CH3:11])[C:7]([C:12]([F:15])([F:14])[F:13])=[CH:6][C:5]=1[N+:16]([O-])=O>CO.O1CCCC1.[Pd]>[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([NH:10][CH3:11])[C:7]([C:12]([F:13])([F:15])[F:14])=[CH:6][C:5]=1[NH2:16]

Participants

4

Reactant 1

HCID 58964513HCID 58964513, compound

Product 1

HCID 58964515HCID 58964515, compoundYield 103%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

2-Nitro-5-methylamino-4-trifluoromethyl-benzoic acid methyl ester is dissolved in methanol/tetrahydrofuran and after addition of 10% Pd-C, the mixture is stirred for 45 min. at room temperature under hydrogen. The mixture is filtrated over celite and evaporated under reduced pressure to give 2-amino-5-methylamino-4-trifluoromethyl-benzoic acid methyl ester as an orange oil (240 mg, 103% yield). The product is used in the next step without further purification.

Workup

  1. filtrationThe mixture is filtrated over celite
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-ff878a9c1bc64b28bb77462822233125
Source dataset
uspto-grants-2012_10
Patent number
US08299085B2

Reaction notes

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