Hydrochloric Acid → 2-Amino-3-quinolin-4-yl-propionitrile

HRID 1597361Notes

Reaction equation

HRID 1597361 reaction equation
C(=[N:14][CH:15]([CH2:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[N:22]=[CH:21][CH:20]=1)[C:16]#[N:17])(C1C=CC=CC=1)C1C=CC=CC=1.Cl>O1CCOCC1>[NH2:14][CH:15]([CH2:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[N:22]=[CH:21][CH:20]=1)[C:16]#[N:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 234992122-(Benzhydrylideneamino)-3-quinolin-4-yl-propionitrile

Product 1

HCID 234991982-Amino-3-quinolin-4-yl-propionitrileYield 43%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 2-(Benzhydrylideneamino)-3-quinolin-4-yl-propionitrile (0.155 g, 4.29 mmol) in 5 ml dioxane, 1N HCl (1.3 ml, 12.8 mmol) was added and the reaction mixture stirred at room temperature overnight. The solution was concentrated under reduced pressure, partitioned between 10 ml water and EtOAc (10 ml). The organic layer was dried over sodium sulfate filtered and concentrated to give 2-Amino-3-quinolin-4-yl-propionitrile 0.036 g (43%) which was used as such for the subsequent step.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. custompartitioned between 10 ml water and EtOAc (10 ml)
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-247c63ec95a24bd3a2b9b61e0267c7b4
Source dataset
uspto-grants-2001_09
Patent number
US06294566B1

Reaction notes

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