Trifluoroacetic acid → 5-(methyloxy)-1-(piperazin-1-ylmethyl)-3,4-dihydro-1H-isochromene-6-carbonitrile

HRID 1474400Notes

Reaction equation

HRID 1474400 reaction equation
CC([CH:5]1[CH2:10][N:9]([CH2:11][CH:12]2[C:21]3[C:16](=[C:17]([O:24][CH3:25])[C:18]([C:22]#[N:23])=[CH:19][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>[CH3:25][O:24][C:17]1[C:18]([C:22]#[N:23])=[CH:19][CH:20]=[C:21]2[C:16]=1[CH2:15][CH2:14][O:13][CH:12]2[CH2:11][N:9]1[CH2:10][CH2:5][NH:6][CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 866473231,1-dimethylethyl-4-{[6-cyano-5-(methyloxy)-3,4-dihydro-1H-isochromen-1-yl]methyl}piperazine-1-carboxylate

Product 1

HCID 675156135-(methyloxy)-1-(piperazin-1-ylmethyl)-3,4-dihydro-1H-isochromene-6-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl-4-{[6-cyano-5-(methyloxy)-3,4-dihydro-1H-isochromen-1-yl]methyl}piperazine-1-carboxylate (30 mg, 0.08 mmol) in 5 mL of DCM was added 5 mL of TFA was stirred at room temperature for 1 hours, and the reaction was concentrated. The resulting crude 5-(methyloxy)-1-(piperazin-1-ylmethyl)-3,4-dihydro-1H-isochromene-6-carbonitrile was directly used in next step.

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-aee573fc39f04973a35d28ee428afa28
Source dataset
uspto-grants-2015_04
Patent number
US09018211B2

Reaction notes

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