Trifluoroacetic acid → HCID 178469951, compound

HRID 2167803Notes

Reaction equation

HRID 2167803 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][N:12]2[N:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:11]2[C:10]=1[F:23])=O)(C)(C)C.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>C(Cl)Cl>[F:27][C:26]([F:29])([F:28])[C:24]([O-:30])=[O:25].[CH2:21]([O:20][C:18]([C:17]1[CH:16]=[N:15][N:12]2[CH:13]=[CH:14][C:9]([NH3+:8])=[C:10]([F:23])[C:11]=12)=[O:19])[CH3:22]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89618648Ethyl 5-((tert-butoxycarbonyl)amino)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxylate

Product 1

HCID 178469951HCID 178469951, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 5-((tert-butoxycarbonyl)amino)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxylate (7 g, 21 mmol) in DCM (60 mL), TFA (12 g, 108 mmol) was added at 0-5° C. drop wise over a period of 30 min, then stirred at room temperature for 2 hrs, reaction mass was concentrated at temperature below 40° C. under reduced pressure to afford the title compound (7 g) which was used in the next step without further purification, MS m/z 223.2 (M+) Step-4: Ethyl 5-bromo-4-fluoropyrazolo[1,5-a]pyridine-3-carboxylate

Workup

  1. customreaction mass
  2. concentrationwas concentrated at temperature below 40° C. under reduced pressure

Sources & evidence

ORD record
ord-6f3090d07f184a88825da2313a4916e9
Source dataset
uspto-grants-2015_06
Patent number
US09045479B2

Reaction notes

Loading…