tert-Butyl 4-(trifluoromethyl)-3',6'-dihydro-2,4'-bipyridine-1'(2'H)-carboxylate → HCID 59833569, compound

HRID 1044586Notes

Reaction equation

HRID 1044586 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH2:10][CH2:11][N:12](C(OC(C)(C)C)=O)[CH2:13][CH:14]=2)[CH:4]=1>Cl.O1CCOCC1>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH:14]=2)[CH:4]=1

Participants

4

Reactant 1

HCID 59833541tert-Butyl 4-(trifluoromethyl)-3',6'-dihydro-2,4'-bipyridine-1'(2'H)-carboxylate

Product 1

HCID 59833569HCID 59833569, compoundYield 147.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 4-(trifluoromethyl)-3′,6′-dihydro-2,4′-bipyridine-1′(2′H)-carboxylate (380.0 mg, 1.157 mmol) was dissolved in a 4 M solution of HCl in 1,4-dioxane (12.0 mL) to form a light yellow clear (then cloudy) solution. After being stirred at room temperature for 1 h, the reaction mixture was concentrated in vacuo to afford 389 mg of product as a yellow gum. LC-MS calculated for C11H11F3N2: (M+H) 229; found 229.1.

Workup

  1. customto form a light yellow clear (then cloudy) solution
  2. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-c6a5e09a4573485da4add4ca083d8519
Source dataset
uspto-grants-2013_10
Patent number
US08563582B2

Reaction notes

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