Sodium cyanoborohydride → (R)-1-[1-(4-Bromophenyl)ethyl]-4-piperidinamine

HRID 1070521Notes

Reaction equation

HRID 1070521 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([N:10]2[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]2)[CH3:9])=[CH:4][CH:3]=1.C([BH3-])#[N:18].[Na+]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([N:10]2[CH2:15][CH2:14][CH:13]([NH2:18])[CH2:12][CH2:11]2)[CH3:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 28296279(R)-1-(1-(4-Bromophenyl)ethyl)piperidin-4-one

Product 1

HCID 68884300(R)-1-[1-(4-Bromophenyl)ethyl]-4-piperidinamineYield 106.5%

Procedure

Prepared following the general method of Example 370 step (i) (R)-1-[1-(4-bromophenyl)ethyl]-4-piperidinone (420 mg) ammonium acetate (0.80 g) and sodium cyanoborohydride (120 mg) to give the subtitle compound (449 mg).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-818c63f1ad3d4af6acb404fbabdc4b52
Source dataset
uspto-grants-2005_06
Patent number
US06903085B1

Reaction notes

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