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1,2,3,6-Tetrahydropyridine → 1-(4-(2-Pentynyloxy)pyrimidin-6-yl)pyridine

HRID 14560
Notes
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Reaction equation

HRID 14560 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH:10]=[CH:11][CH2:12][CH3:13])[N:5]=[CH:4][N:3]=1.[NH:14]1[CH2:19][CH:18]=[CH:17][CH2:16][CH2:15]1>>[CH2:9]([O:8][C:6]1[CH:7]=[C:2]([N:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH2:19]2)[N:3]=[CH:4][N:5]=1)[C:10]#[C:11][CH2:12][CH3:13]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 127501,2,3,6-TetrahydropyridineHCID 866074684-Chloro-6-(2-pentenyloxy)pyrimidine

Product 1

HCID 665949561-(4-(2-Pentynyloxy)pyrimidin-6-yl)pyridineYield 63.1%

Procedure

0.3 g of 4-chloro-6-(2-pentenyloxy)pyrimidine and 0.25 g of 1,2,3,6-tetrahydropyridine were mixed and left for 3 hours at room temperature. The reaction mixture was subjected to silica gel column chromatography to obtain 0.23 g of 1-(4-(2-pentynyloxy)pyrimidin-6-yl)pyridine (hereinafter, referred to as Compound (55)).

Sources & evidence

ORD record
ord-640072bca9d8490abb6427decdcf1384
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07732448B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes