Piperidine → HCID 66937403, compound

HRID 538175Notes

Reaction equation

HRID 538175 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:8]1[C:9]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:10][C:11]([N+:15]([O-:17])=[O:16])=[C:12]([NH2:14])[CH:13]=1>O>[N+:15]([C:11]1[CH:10]=[C:9]([O:18][C:19]([F:20])([F:21])[F:22])[C:8]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:13][C:12]=1[NH2:14])([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 265966075-Chloro-2-nitro-4-(trifluoromethoxy)aniline

Product 1

HCID 66937403HCID 66937403, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Piperidine (1.2 mL) was added to 5-chloro-2-nitro-4-trifluoromethoxy-phenylamine (0.757 g, 2.94 mmol) in a sealed tube and the mixture was heated to 100° C. for 2 h. The mixture was cooled to 23° C., poured into water (50 mL) and extracted with EtOAc (3×80 mL). The combined organic layers were washed with brine (50 mL), dried, filtered, and concentrated under reduced pressure to yield the titled compound (0.900 g, 99.9%). MS (ESI/CI): mass calcd. for C12H14F3N3O3, 305.1; m/z found, 306.1 [M+H]+.

Workup

  1. temperatureThe mixture was cooled to 23° C.
  2. extractionextracted with EtOAc (3×80 mL)
  3. washThe combined organic layers were washed with brine (50 mL)
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b527c1fc030148b08c61207301254125
Source dataset
uspto-grants-2014_10
Patent number
US08865713B2

Reaction notes

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