4-(2-Aminoethyl)piperidine, 4-BOC protected → HCID 66818396, compound

HRID 1024743Notes

Reaction equation

HRID 1024743 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][CH:28]=1)[CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)[CH:16]=1)[C:11](O)=[O:12])#[N:2].[C:29]([O:33][C:34](=[O:44])[NH:35][CH2:36][CH2:37][CH:38]1[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]1)([CH3:32])([CH3:31])[CH3:30]>>[C:29]([O:33][C:34](=[O:44])[NH:35][CH2:36][CH2:37][CH:38]1[CH2:39][CH2:40][N:41]([C:11](=[O:12])[C:10]2[CH:14]=[C:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[CH:22][CH:23]=3)[CH:16]=[C:8]([O:7][CH2:6][C:5]3[CH:26]=[CH:27][CH:28]=[C:3]([C:1]#[N:2])[CH:4]=3)[CH:9]=2)[CH2:42][CH2:43]1)([CH3:32])([CH3:30])[CH3:31]

Participants

3

Reactant 2

HCID 15018494-(2-Aminoethyl)piperidine, 4-BOC protectedHCID 66818710HCID 66818710, compound

Product 1

HCID 66818396HCID 66818396, compoundYield 59.7%

Procedure

Following the procedure of Example 5(c) 3-(3-cyano-benzyloxy)-5-(4-cyano-phenoxy)-benzoic acid 0.75 g (2.02 mmol) and (2-piperidin-4-yl-ethyl)-carbamic acid tert-butyl ester (0.46 g, 2.02 mmol) were used to afford 0.7 g of the required product. Percentage purity (LCMS): 62.3%, (M+1)=480.2+1 (de-Boc mass, −100).

Sources & evidence

ORD record
ord-96df5b614dbb4adda8b9ae9b8b84992b
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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