Trifluoroacetic acid → HCID 59258997, compound

HRID 2390008Notes

Reaction equation

HRID 2390008 reaction equation
C(O)(C(F)(F)F)=O.C(OC([N:15]1[CH2:19][CH2:18][CH:17]([N:20]2[C:25]3[N:26]=[C:27]([NH2:31])[N:28]=[C:29]([CH3:30])[C:24]=3[CH:23]=[C:22]([C:32]3[CH:33]=[N:34][C:35]([O:38][CH3:39])=[CH:36][CH:37]=3)[C:21]2=[O:40])[CH2:16]1)=O)(C)(C)C>ClCCl>[NH2:31][C:27]1[N:28]=[C:29]([CH3:30])[C:24]2[CH:23]=[C:22]([C:32]3[CH:33]=[N:34][C:35]([O:38][CH3:39])=[CH:36][CH:37]=3)[C:21](=[O:40])[N:20]([CH:17]3[CH2:18][CH2:19][NH:15][CH2:16]3)[C:25]=2[N:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59258916HCID 59258916, compound

Product 1

HCID 59258997HCID 59258997, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The TFA (0.56 ml, 10 eq.) was added into the solution of 3-[2-Amino-6-(6-methoxy-pyridin-3-yl)-4-methyl-7-oxo-7H-pyrido[2,3-d]pyrimidin-8-yl]pyrrolidine-1-carboxylic acid tert-butyl ester (328 mg, 0.725 mmol) in 2 ml dichloromethane at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction was complete and the solvent was removed. The residue was partitioned in EA/sat. sodium bicarbonate. The EA layer was dried and concentrated to obtain the title compound as a solid (237 mg, 92.8% yield).

Workup

  1. customthe solvent was removed
  2. customThe residue was partitioned in EA/
  3. dry with materialThe EA layer was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-d67667f9b0224dcb809b76d2fb5883d8
Source dataset
uspto-grants-2012_09
Patent number
US08273755B2

Reaction notes

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