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

HRID 549325Notes

Reaction equation

HRID 549325 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].[Cl:18][C:19]1[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:20]=1[C:26]1NN=[N:28][N:27]=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:26]([C:20]2[CH:21]=[CH:22][CH:23]=[C:24]([Cl:25])[C:19]=2[Cl:18])=[N:27][N:28]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 50585361-Boc-2-Piperidineacetic AcidHCID 178478067HCID 178478067, compound

Product 1

HCID 86629003(RS)-2-[5-(2,3-Dichloro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-piperidine-1-carboxylic acid tert butyl esterYield 36.6%

Procedure

The title compound (0.70 g) was prepared from 2-carboxymethyl-piperidine-1-carboxylic acid tert butyl ester (1.13 g), 5-(2,3-dichlorophenyl)tetrazole (1.0 g) and dicyclohexylcarbodiimide (0.98 g) according to the method of description 1.

Sources & evidence

ORD record
ord-65f9041061d6412d9a7c536d9ad6519a
Source dataset
uspto-grants-2011_05
Patent number
US07943645B2

Reaction notes

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