Hydrochloric Acid → Hydrochloric Acid

HRID 1677031Notes

Reaction equation

HRID 1677031 reaction equation
[CH:1]1([CH2:4][N:5]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:7]3[CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16][CH2:17][C:6]2=3)[CH2:3][CH2:2]1.[ClH:25]>CO.O1CCOCC1>[ClH:25].[CH:1]1([CH2:4][N:5]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:7]3[CH2:14][NH:15][CH2:16][CH2:17][C:6]2=3)[CH2:2][CH2:3]1.[ClH:25]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 57541294HCID 57541294, compound

Product 2

HCID 313Hydrochloric AcidHCID 67330977HCID 67330977, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 5-cyclopropylmethyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylate (440 mg, 1.35 mmol) 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 to give 5-cyclopropylmethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride as an off white solid (374 mg, 100% assuming HCl salt).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customazeotroped once with toluene

Sources & evidence

ORD record
ord-7e7de8869af443d7b6605f4268873894
Source dataset
uspto-grants-2011_08
Patent number
US08008279B2

Reaction notes

Loading…