Trifluoroacetic acid → HCID 57581498, compound

HRID 1689964Notes

Reaction equation

HRID 1689964 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH:14]([C:25]([O:27][CH3:28])=[O:26])[CH2:13]2)=[N:4][N:3]=1.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>ClCCl>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N:12]2[CH2:17][CH2:16][NH:15][CH:14]([C:25]([O:27][CH3:28])=[O:26])[CH2:13]2)=[N:4][N:3]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 57581523HCID 57581523, compound

Product 1

HCID 57581498HCID 57581498, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-tert-butyl 2-methyl 4-(4-chlorophthalazin-1-yl)piperazine-1,2-dicarboxylate (754 mg, 1.85 mmol) was partially dissolved in dichloromethane (20 mL). Trifluoroacetic acid (3.50 mL) was added and the reaction stirred at rt for 4 hours. Saturated sodium bicarbonate (50 mL) was added and stirred for 15 minutes. The layers were separated and the aqueous phase was extracted two more times with dichloromethane. The combined extracts were dried (MgSO4) and evaporated to give a foamy yellow solid. MS (M+H)+=307.1.

Workup

  1. stirringstirred for 15 minutes
  2. customThe layers were separated
  3. extractionthe aqueous phase was extracted two more times with dichloromethane
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. customevaporated
  6. customto give a foamy yellow solid

Sources & evidence

ORD record
ord-95cf6abda99649ab882a6125e01ffdda
Source dataset
uspto-grants-2012_04
Patent number
US08153633B2

Reaction notes

Loading…