Water → HCID 58978038, compound

HRID 1179348Notes

Reaction equation

HRID 1179348 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[N:10]1([CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[N:10]1([CH:16]2[CH2:21][CH2:20][N:19]([C:2]3[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=3)[CH2:18][CH2:17]2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 786071,4'-Bipiperidine

Product 1

HCID 58978038HCID 58978038, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-fluorobenzaldehyde (1 mL), {1,4′}bipiperidinyl (829.6 mg), and potassium carbonate (0.72 g) in DMF (3 mL) was heated to 100° C. for 6 h. The cooled reaction mixture was poured into water (200 mL) and then extracted with DCM. Removal of the solvent and chromatography of the residue on silica gel (1-7% 2 M methanolic ammonia/DCM) gave the title compound (838.3 mg).

Workup

  1. customThe cooled reaction mixture
  2. extractionextracted with DCM
  3. customRemoval of the solvent and chromatography of the residue on silica gel (1-7% 2 M methanolic ammonia/DCM)

Sources & evidence

ORD record
ord-65cb47567d4c4f38a005a5811d06a06b
Source dataset
uspto-grants-2007_10
Patent number
US07279491B2

Reaction notes

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