HCID 18180012, compound → 2-(4-Fluoropiperidin-1-YL)ethanamine

HRID 1359850Notes

Reaction equation

HRID 1359850 reaction equation
[F:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]#[N:10])[CH2:4][CH2:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[F:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][NH2:10])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 18180012HCID 18180012, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 121500682-(4-Fluoropiperidin-1-YL)ethanamineYield 71.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
50 °C

Procedure

A mixture of (4-fluoro-piperidin-1-yl)-acetonitrile (0.480 mg, 3.2 mmol) in THF 92 mL0 was added to LAH (148 mg, 1.2 eq.) in THF (15 mL). The mixture was heated at 50° C. for 18 hours. The cooled reaction was quenched with NaOH solution until white solid precipitated out. The solid was filtered off and the filtrate was concentrated to give 335 mg (71%) of 2-(4-fluoro-piperidin-1-yl)-ethylamine.

Workup

  1. customThe cooled reaction
  2. customwas quenched with NaOH solution until white solid
  3. customprecipitated out
  4. filtrationThe solid was filtered off
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-26d2dc54ac1a48d3aca318c522d827a2
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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