Trifluoroacetic acid → 4-(2-Methyl-4-nitrophenoxy)pyridin-2-amine

HRID 240553Notes

Reaction equation

HRID 240553 reaction equation
[CH3:1][C:2]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11]C(=O)OC(C)(C)C)[CH:6]=1.C(O)(C(F)(F)F)=O>ClCCl>[CH3:1][C:2]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH2:11])[CH:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66937340Tert-butyl 4-(2-methyl-4-nitrophenoxy)pyridin-2-ylcarbamate

Product 1

HCID 231530654-(2-Methyl-4-nitrophenoxy)pyridin-2-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(2-methyl-4-nitrophenoxy)pyridin-2-ylcarbamate (1.0 g, 2.90 mmol) in dichloromethane (28 mL) was added TFA (4 mL). After stirring at room temperature for 6 hours, the reaction mixture was concentrated under reduced pressure to provide the crude product that was used without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-976a2f84746c485d8bbd97c52a310b21
Source dataset
uspto-grants-2014_02
Patent number
US08648087B2

Reaction notes

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