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

HRID 1896958Notes

Reaction equation

HRID 1896958 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-74fbf60107334707bb525a106cfa00c6
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

Loading…