Diethyl Ether → HCID 21188068, compound

HRID 1383575Notes

Reaction equation

HRID 1383575 reaction equation
[C:1]([C:3]1[C:7]([C:8]#[C:9][Br:10])=[C:6]([N:11](C(OC(C)(C)C)=O)[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[N:5]([C:26]2[C:31]([Cl:32])=[CH:30][C:29]([C:33]([F:36])([F:35])[F:34])=[CH:28][C:27]=2[Cl:37])[N:4]=1)#[N:2].FC(F)(F)C(O)=O.CCOCC.C(=O)([O-])O.[Na+]>ClCCl>[C:15]([O:14][C:12]([NH:11][C:6]1[N:5]([C:26]2[C:31]([Cl:32])=[CH:30][C:29]([C:33]([F:34])([F:35])[F:36])=[CH:28][C:27]=2[Cl:37])[N:4]=[C:3]([C:1]#[N:2])[C:7]=1[C:8]#[C:9][Br:10])=[O:13])([CH3:18])([CH3:17])[CH3:16]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 21188051HCID 21188051, compound2×

Product 1

HCID 21188068HCID 21188068, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-cyano-5-di-(t-butoxycarbonyl)amino-1-(2,6-dichloro-4-trifluoromethylphenyl)4bromoethynylpyrazole (200 mg, the compound of Example B5) in anhydrous dichloromethane (2 ml) was added dropwise trifluoroacetic acid (0.2 ml). After 30 minutes the reaction mixture was treated with ether (10 ml) and saturated aqueous sodium hydrogen carbonate solution (10 ml). The organic layer was separated, dried (MgSO4) and evaporated to provide the title compound as a white solid m.p. 168-70° C.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-95b86893cca8456788846487fcee1c69
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

Loading…