4-(2-Aminoethyl)piperidine, 4-BOC protected → HCID 66818826, compound

HRID 1024792Notes

Reaction equation

HRID 1024792 reaction equation
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([OH:17])[CH:16]=2)[C:11]([OH:13])=O)=[CH:5][CH:4]=1)#[N:2].[C:20]([O:24][C:25](=[O:35])[NH:26][CH2:27][CH2:28][CH:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)([CH3:23])([CH3:22])[CH3:21]>>[C:20]([O:24][C:25](=[O:35])[NH:26][CH2:27][CH2:28][CH:29]1[CH2:30][CH2:31][N:32]([C:11](=[O:13])[C:10]2[CH:14]=[C:15]([OH:17])[CH:16]=[C:8]([O:7][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:19][CH:18]=3)[CH:9]=2)[CH2:33][CH2:34]1)([CH3:23])([CH3:21])[CH3:22]

Participants

3

Reactant 2

HCID 15018494-(2-Aminoethyl)piperidine, 4-BOC protectedHCID 66818647HCID 66818647, compound

Product 1

HCID 66818826HCID 66818826, compoundYield 68.5%

Procedure

Following the procedure of Example 9(e) 3-(4-cyano phenoxy)-5-hydroxy benzoic acid 1.6 g (6.3 mmol) and (2-piperidin-4-yl-ethyl)-carbamic acid tert-butyl ester (1.43 g, 6.27 mmol) were used to afford 2.0 g of the required product. Percentage purity (LCMS): 79.6%, (M+1)=465.2+1.

Sources & evidence

ORD record
ord-2f50010834674fb5808b4c994bce7a73
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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