Ethyl piperidine-2-carboxylate → HCID 20026157, compound

HRID 1722919Notes

Reaction equation

HRID 1722919 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH2:9][CH:10]2[CH2:12][C:11]2([F:14])[F:13])=[CH:6][C:5]([N:15]=[C:16]=[S:17])=[C:4]([F:18])[CH:3]=1.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH:20]1[C:25](OCC)=[O:26]>CCCCCC>[Cl:1][C:2]1[C:7]([O:8][CH2:9][CH:10]2[CH2:12][C:11]2([F:14])[F:13])=[CH:6][C:5]([N:15]2[C:25](=[O:26])[CH:20]3[CH2:21][CH2:22][CH2:23][CH2:24][N:19]3[C:16]2=[S:17])=[C:4]([F:18])[CH:3]=1

Participants

4

Reactant 2

HCID 27517Ethyl piperidine-2-carboxylateHCID 20026151HCID 20026151, compound

Product 1

HCID 20026157HCID 20026157, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

2.9 g 4-Chloro-5-(2,2-difluorocyclopropylmethoxy)-2-fluorophenyl isothiocyanate was dissolved in 20 ml hexane and added dropwise to a solution of 1.5 ml ethyl piperidine-2-carboxylate in 10 ml hexane. The mixture heated under reflux for 2 hours. The solvent was removed and the residue was chromatographed on silica gel using a mixture of 3 parts hexane and 1 part ethyl acetate.

Workup

  1. temperatureThe mixture heated
  2. temperatureunder reflux for 2 hours
  3. customThe solvent was removed
  4. customthe residue was chromatographed on silica gel using
  5. additiona mixture of 3 parts hexane and 1 part ethyl acetate

Sources & evidence

ORD record
ord-82401e0f217448f99e4ae8b4dc8f83d7
Source dataset
uspto-grants-1989_08
Patent number
US04859230

Reaction notes

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