Butylamine → HCID 59164608, compound

HRID 1441698Notes

Reaction equation

HRID 1441698 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[C:6]([C:8]1[CH:15]=[CH:14][C:11]([CH2:12]Br)=[CH:10][C:9]=1[F:16])#[N:7]>CN(C)C=O>[CH2:1]([NH:5][CH2:12][C:11]1[CH:14]=[CH:15][C:8]([C:6]#[N:7])=[C:9]([F:16])[CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 27784664-Cyano-3-fluorobenzyl bromide

Product 1

HCID 59164608HCID 59164608, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

4.64 ml n-butylamine was dissolved in 30 ml dimethylformamide. 667 mg commercially available 4-cyano-3-fluorobenzylbromide, dissolved in 10 ml dimethylformamide was added dropwise. The reaction mixture was stirred at room temperature for thirty minutes. The solvent was removed in vacuo and the residue purified by chromatography on silica gel with the eluent n-heptane:ethyl acetate=1:4=>ethyl acetate:methanol=4:1 to obtain 360 mg 4-Butylaminomethyl-2-fluoro-benzonitrile.

Workup

  1. additionwas added dropwise
  2. customThe solvent was removed in vacuo
  3. customthe residue purified by chromatography on silica gel with the eluent n-heptane

Sources & evidence

ORD record
ord-92d1b6c2c8ea4d4fbd5bf57b7b7829fb
Source dataset
uspto-grants-2010_02
Patent number
US07655679B2

Reaction notes

Loading…