Diisobutylaluminumhydride → 1021392-76-6

HRID 1092343Notes

Reaction equation

HRID 1092343 reaction equation
[NH2:1][C:2]1([C:15]#[N:16])[CH2:7][CH2:6][CH2:5][N:4]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3]1.[H-].C([Al+]CC(C)C)C(C)C.C(Cl)Cl.CO.[NH4+].[OH-]>>[NH2:16][CH2:15][C:2]1([NH2:1])[CH2:7][CH2:6][CH2:5][N:4]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3]1

Participants

4

Reactant 3

HCID 21225700DiisobutylaluminumhydrideHCID 21896990Dichloromethane methanol ammonium hydroxideHCID 43145163HCID 43145163, compound

Product 1

HCID 435194951021392-76-6

Procedure

This material was obtained in analogy to example 65, step A] from known 3-amino-1-benzyl-piperidine-3-carbonitrile (CAS 153931-24-9, 1.23 g) by reduction with diisobutylaluminiumhydride (20% in toluene, 14.2 mL) as a colorless glass (458 mg) after silica gel chromatography (DCM/methanol/NH4OH 9:1:0.1). MS (ESI): 220.3 (MH+).

Workup

  1. customThis material was obtained in analogy to example 65, step A]

Sources & evidence

ORD record
ord-3e71f2d589ff4e5393fe1fbf90e61e43
Source dataset
uspto-grants-2012_03
Patent number
US08129423B2

Reaction notes

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