Water → HCID 59850157, compound

HRID 2064144Notes

Reaction equation

HRID 2064144 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[C:4](F)[CH:3]=1.Cl.Cl.[O:15]1[CH2:20][CH2:19][CH:18]([N:21]2[CH2:26][CH2:25][CH:24]([NH2:27])[CH2:23][CH2:22]2)[CH2:17][CH2:16]1.O.C(OCC)(=O)C>CN(C)C=O.C(N(C(C)C)CC)(C)C>[Cl:8][C:7]1[C:2]([Cl:1])=[CH:3][C:4]([NH:27][CH:24]2[CH2:23][CH2:22][N:21]([CH:18]3[CH2:19][CH2:20][O:15][CH2:16][CH2:17]3)[CH2:26][CH2:25]2)=[C:5]([N+:9]([O-:11])=[O:10])[CH:6]=1

Participants

7

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 5339511,2-Dichloro-4-fluoro-5-nitrobenzeneHCID 451567511-(Oxan-4-yl)piperidin-4-amine dihydrochloride

Product 1

HCID 59850157HCID 59850157, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 81531DiisopropylethylamineSolvent

Conditions

Temperature
80 °C

Procedure

4,5-Dichloro-2-fluoronitrobenzene (315 mg) was dissolved in dry dimethylformamide (10 ml) and diisopropylethylamine (0.85 ml), and 1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine dihydrochloride (D40) (450 mg) were added at room temperature. The mixture was stirred at 80° C. for 1 h, then cooled to room temperature and water and ethyl acetate added. The organic layer was dried over MgSO4, filtered and evaporated to give the title compound, 350 mg.

Workup

  1. temperaturecooled to room temperature
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-68b5e2bcf6354fbb9e70fe4e3dc3233a
Source dataset
uspto-grants-2012_10
Patent number
US08288412B2

Reaction notes

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