tert-Butyl 4-formylpiperidine-1-carboxylate → HCID 118524559, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH2:9])=[CH:6][C:7]=1[Br:8].[CH:11]([CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1)=O>FC(F)(F)CO>[Br:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]2[N:9]([CH2:11][CH:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:23])([CH3:25])[CH3:24])=[O:20])[CH2:15][CH2:14]3)[C:11]([CH:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)=[N:10][C:4]=2[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4,5-dibromobenzene-1,2-diamine (100 mg, 0.38 mmol) and tert-butyl 4-formylpiperidine-1-carboxylate (160 mg, 0.76 mmol) were stirred for 1 hour in 2,2,2trifluoroethanol. Then Solvent was evaporated and product was purified on silica gel using EA/hex (1/1). Yield: 20 mg. m/z 657.1, rt. 4.2 min.
Workup
- customThen Solvent was evaporated
- customproduct was purified on silica gel
- customm/z 657.1, rt
- custom4.2 min.
Sources & evidence
- ORD record
- ord-260b732c123c41c4bb965af534b677e6
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09388192B2
Reaction notes
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