2-t-butoxycarbonyl-9-dimethylcarbamoyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole → HCID 18377331, compound

HRID 2301079Notes

Reaction equation

HRID 2301079 reaction equation
C(OC([N:8]1[CH2:20][CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([C:21](=[O:25])[N:22]([CH3:24])[CH3:23])[C:10]=2[CH2:9]1)=O)(C)(C)C.[ClH:26].CO>CO>[ClH:26].[CH3:23][N:22]([CH3:24])[C:21]([N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18]2[CH2:19][CH2:20][NH:8][CH2:9][C:10]1=2)=[O:25]

Participants

4

Reactant 2

HCID 118100652-t-butoxycarbonyl-9-dimethylcarbamoyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoleHCID 21893726Hydrochloride methanol

Product 1

HCID 18377331HCID 18377331, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 434 mg (1.26 mmol) portion of 2-t-butoxycarbonyl-9-dimethylcarbamoyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole was dissolved in 10 ml of methanol, and the solution was mixed with 1 ml of 10% hydrochloric acid-methanol and stirred overnight. The solvent was removed by evaporation under a reduced pressure and the resulting residue was recrystallized from methanol-ethyl acetate to obtain 291 mg (82% in yield) of 9-dimethylcarbamoyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride.

Workup

  1. customThe solvent was removed by evaporation under a reduced pressure
  2. customthe resulting residue was recrystallized from methanol-ethyl acetate

Sources & evidence

ORD record
ord-92a565bd333a4ba4a9b3d819645437cb
Source dataset
uspto-grants-2002_12
Patent number
US06498251B1

Reaction notes

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