Cyclobutylamine → HCID 68284178, compound

HRID 2408678Notes

Reaction equation

HRID 2408678 reaction equation
[CH3:1][N:2]1[CH2:28][CH2:27][C:5]2[N:6]([CH2:14][CH:15](OS(C)(=O)=O)[C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1.[CH:29]1([NH2:33])[CH2:32][CH2:31][CH2:30]1>O>[CH:29]1([NH:33][CH:15]([C:16]2[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=2)[CH2:14][N:6]2[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]3[CH2:3][N:2]([CH3:1])[CH2:28][CH2:27][C:5]2=3)[CH2:32][CH2:31][CH2:30]1

Participants

4

Reactant 2

HCID 75645CyclobutylamineHCID 86677141HCID 86677141, compound

Product 1

HCID 68284178HCID 68284178, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Methanesulfonicacid2-(2,8-dimethyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-1-pyridin-4-yl-ethylester (300 mg, 0.75 mmol) was dissolved in 70% cyclobutylamine in water (6 mL) and heated at 100° C. for 18 h. The reaction mixture was concentrated to obtain the crude product, which was purified by reverse phase chromatography to obtained 90 mg of cyclobutyl-[2-(2,8-dimethyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-1-pyridin-4-yl-ethyl]-amine as the TFA salt.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto obtain the crude product, which
  3. customwas purified by reverse phase chromatography

Sources & evidence

ORD record
ord-8322f03cf886444b9a31425af3d0e33f
Source dataset
uspto-grants-2014_08
Patent number
US08815843B2

Reaction notes

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