4-(2-Aminoethyl)piperidine, 4-BOC protected → HCID 66818437, compound

HRID 1024699Notes

Reaction equation

HRID 1024699 reaction equation
[C:1]([C:3]1[CH:26]=[CH:25][C:6]([O:7][C:8]2[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[C:10]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[N:9]=2)=[CH:5][CH:4]=1)#[N:2].[C:27]([O:31][C:32](=[O:42])[NH:33][CH2:34][CH2:35][CH:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1)([CH3:30])([CH3:29])[CH3:28]>>[C:27]([O:31][C:32](=[O:42])[NH:33][CH2:34][CH2:35][CH:36]1[CH2:37][CH2:38][N:39]([C:12]([C:11]2[C:10]([O:17][C:18]3[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=3)=[N:9][C:8]([O:7][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:26][CH:25]=3)=[CH:16][CH:15]=2)=[O:13])[CH2:40][CH2:41]1)([CH3:30])([CH3:28])[CH3:29]

Participants

3

Reactant 2

HCID 15018494-(2-Aminoethyl)piperidine, 4-BOC protectedHCID 66818840HCID 66818840, compound

Product 1

HCID 66818437HCID 66818437, compoundYield 78.2%

Procedure

6-(4-cyano phenoxy)-2-(4-fluoro phenoxy)nicotinic acid (0.2 g, 0.57 mmol) and (2-piperidin-4-yl-ethyl)-carbamic acid tert-butyl ester (0.13 g, 0.57 mmol) were coupled using the procedure of Example 5(c) to afford 0.25 g of the required product. Percentage purity: LCMS (−ve mode): 67.5%.

Sources & evidence

ORD record
ord-64c4fcdc125845e7b337ad2e75bfafc6
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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