Pyrrolidine → 4-Pyrrolidin-1-ylnaphthalene-1-carbonitrile

HRID 916315Notes

Reaction equation

HRID 916315 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](F)=[CH:5][CH:4]=1)#[N:2].[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[N:14]1([C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 27367341-Cyano-4-fluoronaphthalene

Product 1

HCID 117155394-Pyrrolidin-1-ylnaphthalene-1-carbonitrile

Procedure

1-Cyano-4-fluoronaphthalene (2.0 g, 11.7 mmol) was transferred to a 25 mL flask and pyrrolidine (4.0 mL) was added. The reaction mixture was stirred for 15 min where after the product precipitated out. The reaction mixture was concentrated in vacuo. The solid was then re-crystallized with MeOH and the crystals washed with EtOH. Yield: 1.6 g (62%).

Workup

  1. customprecipitated out
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customThe solid was then re-crystallized with MeOH
  4. washthe crystals washed with EtOH

Sources & evidence

ORD record
ord-a30ec59fdab342b187d68af02f6c7c2a
Source dataset
uspto-grants-2007_09
Patent number
US07268232B2

Reaction notes

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