Piperidine → HCID 59457483, compound

HRID 1710777Notes

Reaction equation

HRID 1710777 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][Cl:18])=[CH:10][C:9]=2[F:19])[O:6][CH:7]=1.[NH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>C(#N)C>[Cl:18][CH2:17][CH2:16][CH2:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[O:6][CH:7]=[C:3]([CH2:2][N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[N:4]=2)=[C:9]([F:19])[CH:10]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 68503221HCID 68503221, compound

Product 1

HCID 59457483HCID 59457483, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4-(chloromethyl)-2-[4-(3-chloropropoxy)-2-fluorophenyl]-1,3-oxazole i84 (0.23 g, 0.75 mmol, 1 eq) in acetonitrile (10 ml) is treated with piperidine (0.14 ml, 1.5 mmol, 2 eq). The mixture is stirred at room temperature for 24 h and concentrated under vacuum. The residue is taken up in dichloromethane and washed with water. The organic layer is dried over magnesium sulfate and concentrated under reduced pressure to give 0.20 g of 1-({2-[4-(3-chloropropoxy)-2-fluorophenyl]-1,3-oxazol-4-yl}methyl)piperidine i86.

Workup

  1. concentrationconcentrated under vacuum
  2. washwashed with water
  3. dry with materialThe organic layer is dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d93cb7aa873f4fbc8b2a09f33c430eee
Source dataset
uspto-grants-2010_09
Patent number
US07790720B2

Reaction notes

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