4-(2-Aminoethyl)piperidine, 4-BOC protected → HCID 66818731, compound

HRID 1024702Notes

Reaction equation

[C:1]([C:3]1[CH:30]=[CH:29][C:6]([O:7][C:8]2[N:16]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=3)[CH:14]=[CH:13][C:9]=2[C:10](O)=[O:11])=[CH:5][CH:4]=1)#[N:2].[C:31]([O:35][C:36](=[O:46])[NH:37][CH2:38][CH2:39][CH:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1)([CH3:34])([CH3:33])[CH3:32]>>[C:31]([O:35][C:36](=[O:46])[NH:37][CH2:38][CH2:39][CH:40]1[CH2:41][CH2:42][N:43]([C:10]([C:9]2[C:8]([O:7][C:6]3[CH:29]=[CH:30][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)=[N:16][C:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([O:24][C:25]([F:27])([F:26])[F:28])=[CH:22][CH:23]=3)=[CH:14][CH:13]=2)=[O:11])[CH2:44][CH2:45]1)([CH3:34])([CH3:32])[CH3:33]

Participants

Reactant 2

HCID 15018494-(2-Aminoethyl)piperidine, 4-BOC protected

HCID 66818161HCID 66818161, compound

Product 1

HCID 66818731HCID 66818731, compoundYield 69.8%

Procedure

2-(4-cyano phenoxy)-6-(4-trifluoromethoxy phenoxy)nicotinic acid (0.2 g, 0.48 mmol) and (2-Piperidin-4-yl-ethyl)-carbamic acid tert-butyl ester (0.11 g, 0.48 mmol) were coupled using the procedure of Example 5(c) to afford 0.21 g of the required product. Percentage purity (LCMS): 68.11%.

Sources & evidence

ORD record: ord-95e5569b5d6a408a88df5a689d5cfcb0
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722930B2

Reaction notes

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