Hydrochloric Acid → 6-(2-(Piperidin-1-yl)ethoxy)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

HRID 1677046Notes

Reaction equation

HRID 1677046 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[C:18]3[NH:17][C:16]4[CH2:19][CH2:20][N:21](C(OC(C)(C)C)=O)[CH2:22][C:15]=4[C:14]=3[CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>CO>[N:1]1([CH2:7][CH2:8][O:9][C:10]2[C:18]3[NH:17][C:16]4[CH2:19][CH2:20][NH:21][CH2:22][C:15]=4[C:14]=3[CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57541278tert-butyl 6-(2-(piperidin-1-yl)ethoxy)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate

Product 1

HCID 575412916-(2-(Piperidin-1-yl)ethoxy)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

tert-Butyl 6-(2-(piperidin-1-yl)ethoxy)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (1.33 g, 3.32 mmol) was added to HCl in MeOH (reagent 10, 25 ml) at 25° C. under air. The resulting solution was stirred at room temperature for 3 days. The solvent was removed under reduced pressure to afford (1.00 g, 100%) as a yellow gum. Material was used crude.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto afford (1.00 g, 100%) as a yellow gum

Sources & evidence

ORD record
ord-32f1c7a8a62d46cb891ff17de27cc4a5
Source dataset
uspto-grants-2011_08
Patent number
US08008279B2

Reaction notes

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