3-Bromo-4-cyanopyridine → Tert-butyl 4-[3-(6-cyanopyridin-3-yl)prop-2-ynylidene]piperidine-1-carboxylate

HRID 1895967Notes

Reaction equation

HRID 1895967 reaction equation
C([C:3]1[CH:4]=[C:5]([C:9]#[C:10][CH:11]=[C:12]2[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]2)[CH:6]=[N:7][CH:8]=1)#N.BrC1C(C#N)=CC=[N:28][CH:27]=1>>[C:27]([C:8]1[N:7]=[CH:6][C:5]([C:9]#[C:10][CH:11]=[C:12]2[CH2:13][CH2:14][N:15]([C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[CH2:16][CH2:17]2)=[CH:4][CH:3]=1)#[N:28]

Participants

3

Reactant 2

HCID 110740513-Bromo-4-cyanopyridineHCID 25183829Tert-butyl 4-[3-(5-cyanopyridin-3-yl)prop-2-ynylidene]piperidine-1-carboxylate

Product 1

HCID 87550158Tert-butyl 4-[3-(6-cyanopyridin-3-yl)prop-2-ynylidene]piperidine-1-carboxylate

Procedure

The title compound was prepared following the procedure described for the compound of Example 45, but substituting 5-bromo-2-pyridincarbonitrile for 5-bromoisonicotinonitrile. Purification by flash chromatography (EtOAc—Petroleum Ether gradient from 5:95 to 40:60) afforded the title product.

Workup

  1. customThe title compound was prepared
  2. customPurification by flash chromatography (EtOAc—Petroleum Ether gradient from 5:95 to 40:60)

Sources & evidence

ORD record
ord-d53905849466442ca9aed706d6195d72
Source dataset
uspto-grants-2013_08
Patent number
US08518916B2

Reaction notes

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