Trifluoroacetic acid → HCID 57581524, compound

HRID 1689949Notes

Reaction equation

HRID 1689949 reaction equation
C[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.F[C:32](F)(F)C(O)=O.C([O-])(O)=O.[Na+]>ClCCl>[CH3:32][C@@H:5]1[CH2:4][NH:3][CH2:2][CH2:7][N:6]1[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[N:10][N:9]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium Bicarbonate2×HCID 68939630HCID 68939630, compound

Product 1

HCID 57581524HCID 57581524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-tert-butyl 2-methyl-4-(4-phenylphthalazin-1-yl)piperazine-1-carboxylate (495 mg, 1.22 mmol) was dissolved in dichloromethane (15 mL). Trifluoroacetic acid (2.36 mL) was added and the reaction stirred at rt for 1.5 hours. The reaction was added to saturated NaHCO3 (30 mL) and neutralized by the portion wise addition of solid NaHCO3. The layers were separated and extracted twice with dichloromethane. The combined organics were dried (MgSO4) and evaporated to give a pale yellow foam. MS (M+H)+=305.4.

Workup

  1. customThe layers were separated
  2. extractionextracted 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-5a1039fed8984b77a03fe0130da18901
Source dataset
uspto-grants-2012_04
Patent number
US08153633B2

Reaction notes

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