Trifluoroacetic acid → 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one 2,2,2-trifluoroacetate

HRID 1466740Notes

Reaction equation

HRID 1466740 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:27](=[O:34])[NH:26][N:25]=2)=[CH:19][C:3]=1[C:4]([N:6]1[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]1)=[O:5].[C:35]([OH:41])([C:37]([F:40])([F:39])[F:38])=[O:36]>C(Cl)Cl>[OH:41][C:35]([C:37]([F:40])([F:39])[F:38])=[O:36].[F:1][C:2]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:27](=[O:34])[NH:26][N:25]=2)=[CH:19][C:3]=1[C:4]([N:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 25131909Tert-butyl 4-{2-fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoyl}piperazine-1-carboxylate

Product 1

HCID 865830904-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one 2,2,2-trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperazin-1-carboxylate (100 mg, 0.21 mmol) in DCM (20 ml) was added TFA (0.5 ml) and stirred for 6 h at room temperature. The reaction mixture was concentrated under vacuo to yield the crude product as a yellow solid, used in next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuo

Sources & evidence

ORD record
ord-9fff751d54414672a5129035c2a7dc30
Source dataset
uspto-grants-2015_04
Patent number
US08999985B2

Reaction notes

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