Trifluoroacetic acid → HCID 66647233, compound

HRID 1187146Notes

Reaction equation

HRID 1187146 reaction equation
CC([CH:5]1[CH2:10][N:9]([CH2:11][CH:12]2[C:21]3[C:16](=[CH:17][C:18]([C:24]#[N:25])=[C:19]([O:22][CH3:23])[CH:20]=3)[CH2:15][CH2:14][O:13]2)[CH2:8][CH2:7][N:6]1C([O-])=O)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:23][O:22][C:19]1[CH:20]=[C:21]2[C:16]([CH2:15][CH2:14][O:13][CH:12]2[CH2:11][N:9]2[CH2:10][CH2:5][NH:6][CH2:7][CH2:8]2)=[CH:17][C:18]=1[C:24]#[N:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86647325HCID 86647325, compound

Product 1

HCID 66647233HCID 66647233, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl-4-{[6-cyano-7-(methyloxy)-3,4-dihydro-1H-isochromen-1-yl]methyl}piperazine-1-carboxylate (270 mg, 0.697 mmol) in 5 mL of DCM was added 5 mL of TFA and the mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated to afford 7-(methyloxy)-1-(piperazin-1-ylmethyl)-3,4-dihydro-1H-isochromene-6-carbonitrile. The residue was directly used in next step.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-e8ea6ffe1a354563ab2f139a8fe5ea44
Source dataset
uspto-grants-2014_03
Patent number
US08673920B2

Reaction notes

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