Dicyclohexylcarbodiimide → (RS)2-(5-Pyridin-2-yl-[1,3,4]oxadiazol-2-ylmethyl)-piperidine-1-carboxylic acid tert butyl ester

HRID 549321Notes

Reaction equation

HRID 549321 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]([OH:17])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[C:24]1NN=[N:26][N:25]=1.C1(N=C=NC2CCCCC2)CCCCC1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]1[O:17][C:24]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][N:18]=2)=[N:25][N:26]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 50585361-Boc-2-Piperidineacetic AcidHCID 178420173HCID 178420173, compound

Product 1

HCID 86628999(RS)2-(5-Pyridin-2-yl-[1,3,4]oxadiazol-2-ylmethyl)-piperidine-1-carboxylic acid tert butyl esterYield 59.5%

Procedure

The title compound (1.39 g) was prepared from 2-carboxymethyl-piperidine-1-carboxylic acid tert butyl ester (1.65 g), 5-(pyridin-2-yl)tetrazole (1.0 g) and dicyclohexylcarbodiimide (1.43 g) according to the method of description 1.

Sources & evidence

ORD record
ord-78f0def5cbbd44c0b0d8e11dc36db304
Source dataset
uspto-grants-2011_05
Patent number
US07943645B2

Reaction notes

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