Trifluoroacetic acid → HCID 9943787, compound
Reaction equation
C(OC(=O)[N:7]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=1)[C:8]1[N:13]=[C:12]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:11]=[N:10][CH:9]=1)(C)(C)C.FC(F)(F)C(O)=O.[OH-].[Na+]>C(Cl)Cl>[F:27][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=1)[CH2:20][NH:7][C:8]1[N:13]=[C:12]([N:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]2)[CH:11]=[N:10][CH:9]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of (3-fluoro-benzyl)-(3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-6′-yl)-carbamic acid tert-butyl ester I-4c (30 mg, 0.08 mmol) in CH2Cl2 (1 mL) was added with trifluoroacetic Acid (0.5 mL) and the resulting mixture was stirred at ambient temperature for 19 h. The reaction mixture was poured into 1N NaOH (10 mL) and extracted with ethyl acetate (1×40 mL). The organic layer was washed with brine, dried (Na2SO4), and concentrated to give the title compound 4-A (19.3 mg).
Workup
- extractionextracted with ethyl acetate (1×40 mL)
- washThe organic layer was washed with brine
- dry with materialdried (Na2SO4)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-5c2c35974b50485b854fa2850aeb506d
- Source dataset
- uspto-grants-2005_05
- Patent number
- US06894050B2
Reaction notes
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