Aluminium lithium hydride → Ammonia

HRID 567833Notes

Reaction equation

HRID 567833 reaction equation
[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][CH2:8][CH2:7][C@@H:6]2[C:11]([NH2:13])=O)[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][CH2:8][CH2:7][C@@H:6]2[CH2:11][NH2:13])[CH2:2][CH2:3]1.[NH3:5]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 54480503(2R)-1-(cyclopropylmethyl)-2-piperidinecarboxamide

Product 2

HCID 222AmmoniaHCID 59900487[(2R)-1-(Cyclopropylmethyl)piperidinyl]methylamine

Procedure

The title compound was prepared by a similar method to preparation 60 from (2R)-1-(cyclopropylmethyl)-2-piperidinecarboxamide [see preparation 69] and lithium aluminum hydride. The crude product was purified by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (90:10:0.1) as the eluant, to afford the product as a yellow oil, (71%).

Workup

  1. customThe crude product was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-8169bddc45784c8fa55602c3de4d1b9a
Source dataset
uspto-grants-2001_01
Patent number
US06180627B2

Reaction notes

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