Potassium Carbonate → HCID 58920290, compound

HRID 1365526Notes

Reaction equation

HRID 1365526 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:12]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][N:22]=2)([NH2:20])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.C([O-])([O-])=O.[K+].[K+].Cl[C:36]([O:38][C:39]([CH3:41])=[CH2:40])=[O:37]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([C:12]([NH:20][C:36](=[O:37])[O:38][C:39]([CH3:41])=[CH2:40])([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][N:22]=2)[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 93846Isopropenyl chloroformateHCID 58921548HCID 58921548, compound

Product 1

HCID 58920290HCID 58920290, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(5-methoxy pyridin-2-yl)-2-phenylethanamine (200 mg, 0.512 mmol) in THF (2 mL) was added 2N K2CO3 (0.5 mL, 1.0 mmol) and isopropenyl chloroformate (100 μl, 1.02 mmol). The resulting mixture was stirred at room temperature for 30 min. The solvent was evaporated under reduced pressure and the residue was dried in vacuo to yield prop-1-en-2-yl 1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(5-methoxypyridin-2-yl)-2-phenylethylcarbamate as white powder (120 mg, 50%). LCMS: RT=3.56 min [M+H] 475.2 (LCMS Method 1).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-37deb84804394801a0b1cfb1be2b4c66
Source dataset
uspto-grants-2011_02
Patent number
US07888376B2

Reaction notes

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