Tert-butyl 2-(2-cyano-6-(trifluoromethyl)quinolin-4-ylamino)acetate → 2-(2-Cyano-6-(trifluoromethyl)quinolin-4-ylamino)acetic acid

HRID 2175635Notes

Reaction equation

HRID 2175635 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]([NH:13][CH2:14][C:15]([O:17]C(C)(C)C)=[O:16])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:22]([F:25])([F:24])[F:23])[CH:9]=2)[N:4]=1)#[N:2]>ClCCl.C(O)(C(F)(F)F)=O>[C:1]([C:3]1[CH:12]=[C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:22]([F:25])([F:24])[F:23])[CH:9]=2)[N:4]=1)#[N:2]

Participants

4

Reactant 1

HCID 58562608Tert-butyl 2-(2-cyano-6-(trifluoromethyl)quinolin-4-ylamino)acetate

Product 1

HCID 680036732-(2-Cyano-6-(trifluoromethyl)quinolin-4-ylamino)acetic acid

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Into a 25 mL vial, was placed a solution of tert-butyl 2-(2-cyano-6-(trifluoromethyl)quinolin-4-ylamino)acetate (as prepared in the previous step, 80 mg, 0.23 mmol, 1.00 equiv) in dichloromethane (10 mL) and CF3COOH (2 mL). The reaction mixture was stirred overnight at room temperature. The resulting mixture was concentrated under vacuum. The title compound was obtained as a white solid

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-41267c4d3945428b950fc62f6a9bf31f
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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