Trifluoroacetic acid → HCID 57581519, compound

HRID 1689957Notes

Reaction equation

HRID 1689957 reaction equation
[CH3:1][C@H:2]1[CH2:7][N:6]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:10][N:9]=2)[CH2:5][CH2:4][N:3]1C(OC(C)(C)C)=O.FC(F)(F)C(O)=O.C([O-])(O)=O.[Na+]>ClCCl>[CH3:1][C@@H:2]1[NH:3][CH2:4][CH2:5][N:6]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:10][N:9]=2)[CH2:7]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium Bicarbonate2×HCID 57581514HCID 57581514, compound

Product 1

HCID 57581519HCID 57581519, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-tert-butyl 2-methyl-4-(4-phenylphthalazin-1-yl)piperazine-1-carboxylate (2.05 g, 5.07 mmol) was dissolved in dichloromethane (75 mL). Trifluoroacetic acid (15 mL) was added and the reaction stirred at rt for 1.5 hours. The reaction was added to saturated NaHCO3 (150 mL) and neutralized by the portion wise addition of solid NaHCO3. The layers were separated and the aqueous phase was extracted twice with dichloromethane. The combined organics were dried (MgSO4) and evaporated to give a pale yellow foam. MS (M+H)+=305.2.

Workup

  1. customThe layers were separated
  2. extractionthe aqueous phase was extracted twice with dichloromethane
  3. dry with materialThe combined organics were dried (MgSO4)
  4. customevaporated
  5. customto give a pale yellow foam

Sources & evidence

ORD record
ord-502cb2562cce4c02aadb4f4cecb020ee
Source dataset
uspto-grants-2012_04
Patent number
US08153633B2

Reaction notes

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