HCID 66660798, compound → HCID 66661197, compound

HRID 1019704Notes

Reaction equation

HRID 1019704 reaction equation
[C:1]([CH2:3][CH2:4][O:5][C:6]([CH:8]=[C:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]1)=[O:7])#[N:2].[CH2:22]([Mg]Br)[CH:23]([CH3:25])[CH3:24]>O1CCCC1.CCOCC>[C:1]([CH2:3][CH2:4][O:5][C:6]([CH2:8][C:9]1([CH2:22][CH:23]([CH3:25])[CH3:24])[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]1)=[O:7])#[N:2]

Participants

5

Reactant 2

HCID 66660798HCID 66660798, compoundHCID 178418816HCID 178418816, compound

Product 1

HCID 66661197HCID 66661197, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

The process is performed according to the procedure described in Example 18 (step 18.1.). Starting with 5.00 g (16.99 mmol) of tert-butyl 4-(cyanoethoxycarbonylmethylene)piperidine-1-carboxylate (WO 2006/001 752) in 56 mL of tetrahydrofuran, and 16.99 mL (33.97 mmol) of a 2M solution of isobutylmagnesium bromide in ether, 1.46 g of pure product are obtained in the form of a wax.

Workup

  1. customare obtained in the form of a wax

Sources & evidence

ORD record
ord-20f599c8daca42ceaf82d8791714ed17
Source dataset
uspto-grants-2014_05
Patent number
US08716289B2

Reaction notes

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