Hydrochloric Acid → HCID 21952581, compound

HRID 2215916Notes

Reaction equation

HRID 2215916 reaction equation
Cl.[I:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9]N.[NH:11]1[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]1.Cl>FC(F)(F)CO>[I:2][C:3]1[C:4]2[NH:9][C:14]3[CH2:15][CH2:16][NH:11][CH2:12][C:13]=3[C:5]=2[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 337214-PiperidoneHCID 12326100HCID 12326100, compound

Product 1

HCID 21952581HCID 21952581, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 64092,2,2-TrifluoroethanolSolvent

Procedure

To a solution of 2-iodophenyl hydrazine hydrochloride (1.0 eq.) and 4-piperidone (1.0 eq.) in 2,2,2-trifluoroethanol was added 12 N HCl (2.0 eq.). The reaction mixture was heated at 60–65° C. for 3 h and cooled to rt. then filtered. The residue was purified by column chromatography to provide 6-iodo-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole in 69% yield.

Workup

  1. temperatureThe reaction mixture was heated at 60–65° C. for 3 h
  2. filtrationthen filtered
  3. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-268f8428698448a19d628823e9d8dbe8
Source dataset
uspto-grants-2006_09
Patent number
US07109339B2

Reaction notes

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