Methyl 2-[(2'-cyano-3,5-difluorobiphenyl-4-yl)methyl]-3-oxoheptanoate → HCID 136337140, compound

HRID 1412184Notes

Reaction equation

HRID 1412184 reaction equation
[N:1]1[N:2]=[C:3]([NH2:6])[NH:4][CH:5]=1.[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[C:19]([F:21])[C:18]([CH2:22][CH:23]([C:28](=O)[CH2:29][CH2:30][CH2:31][CH3:32])[C:24](OC)=[O:25])=[C:17]([F:34])[CH:16]=1)#[N:8]>ClC1C=CC(Cl)=CC=1Cl>[CH2:29]([C:28]1[N:2]2[N:1]=[CH:5][N:4]=[C:3]2[NH:6][C:24](=[O:25])[C:23]=1[CH2:22][C:18]1[C:17]([F:34])=[CH:16][C:15]([C:10]2[C:9]([C:7]#[N:8])=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:20][C:19]=1[F:21])[CH2:30][CH2:31][CH3:32]

Participants

4

Reactant 2

HCID 57460540Methyl 2-[(2'-cyano-3,5-difluorobiphenyl-4-yl)methyl]-3-oxoheptanoateHCID 178509196HCID 178509196, compound

Product 1

HCID 136337140HCID 136337140, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 131,2,4-TrichlorobenzeneSolvent

Procedure

A solution of 4H-1,2,4-triazol-3-amine (2.4 g) and methyl 2-[(2′-cyano-3,5-difluorobiphenyl-4-yl)methyl]-3-oxoheptanoate (10 g) in 1,2,4-trichlorobenzene (50 mL) was stirred at 180° C. for 6 hr. After evaporation of the solvent under reduced pressure, ethyl acetate was added to the obtained residue. The precipitated solid was collected by filtration to give the title compound as a colorless solid (4.5 g, 57%).

Workup

  1. customAfter evaporation of the solvent under reduced pressure, ethyl acetate
  2. additionwas added to the obtained residue
  3. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-dd70d43e87574653a6ad7c05a99ca32b
Source dataset
uspto-grants-2014_12
Patent number
US08921379B2

Reaction notes

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