Hydrochloric Acid → HCID 67331830, compound

HRID 1677032Notes

Reaction equation

HRID 1677032 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:7]2[CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16][CH2:17][C:6]1=2.[ClH:25]>CO.O1CCOCC1>[ClH:25].[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:7]2[CH2:14][NH:15][CH2:16][CH2:17][C:6]1=2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57541267HCID 57541267, compound

Product 1

HCID 67331830HCID 67331830, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 5-(2-methoxy)ethyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylate (430 mg) was dissolved in methanol (15 mL). 4N HCl in 1,4-dioxan (1.5 mL) was added and the mixture stirred at room temperature overnight. The solution was concentrated in vacuo, azeotroped once with toluene and dried under vacuum. This gave 5-(2-methoxy)ethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride as a grey foam (350 mg, 100% assuming HCl salt).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customazeotroped once with toluene
  3. customdried under vacuum

Sources & evidence

ORD record
ord-bd2a615a4634492eb53b893f31a13a14
Source dataset
uspto-grants-2011_08
Patent number
US08008279B2

Reaction notes

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