Hydrochloric Acid → 2-(6-chloropyridin-3-yl)-N-ethylpropan-2-amine

HRID 449551Notes

Reaction equation

HRID 449551 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([NH:11][C:12](=O)[CH3:13])([CH3:10])[CH3:9])=[CH:4][CH:3]=1.Cl>C1COCC1>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([NH:11][CH2:12][CH3:13])([CH3:9])[CH3:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 77231171N-(2-(6-chloropyridin-3-yl)propan-2-yl)acetamide

Product 1

HCID 866623122-(6-chloropyridin-3-yl)-N-ethylpropan-2-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

N-(2-(6-chloropyridin-3-yl)propan-2-yl)acetamide (11.3 g, 53.1 mmol, Eq: 1.00) was dissolved in anhydrous THF (350 ml) and refluxed. BMS (2M in THF) (53.1 ml, 106 mmol, Eq: 2) was added dropwise to the solution and refluxed over night. Conc. HCl solution (15 ml) was gently added to the refluxed reaction mixture and stirred for 1 hr. The reaction mixture was concentrated in vacuo.

Workup

  1. temperaturerefluxed
  2. temperaturerefluxed over night
  3. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-876ca2c6029a488da2cf414671c55155
Source dataset
uspto-grants-2013_07
Patent number
US08481540B2

Reaction notes

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