3,5-Dichloro-4-(7-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile → 7-Chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine

HRID 626710Notes

Reaction equation

HRID 626710 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:20])[C:9]=1[N:10]1[CH:19]=[C:13]2[CH:14]=[N:15][CH:16]=[C:17]([Cl:18])[C:12]2=[N:11]1)C#N.N(C1C(Cl)=CN=CC=1/C=N/C1C(Cl)=CC=CC=1Cl)=[N+]=[N-]>C1(C)C=CC=CC=1>[Cl:18][C:17]1[C:12]2[C:13](=[CH:19][N:10]([C:9]3[C:8]([Cl:20])=[CH:7][CH:4]=[CH:3][C:2]=3[Cl:1])[N:11]=2)[CH:14]=[N:15][CH:16]=1

Participants

4

Reactant 2

HCID 696716223,5-Dichloro-4-(7-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrileHCID 178514505HCID 178514505, compound

Product 1

HCID 696714387-Chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridineYield 66%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following the procedure described for 3,5-dichloro-4-(7-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile, [1-(4-azido-5-chloropyridin-3-yl)-meth-(E)-ylidene]-(2,6-dichlorophenyl)-amine was heated under reflux in toluene to afford the title compound as a brown solid (2.7 g, 66% yield). LCMS (Method D): RT=2.96 min, m/z: 298 [M+H+].

Workup

  1. temperaturewas heated

Sources & evidence

ORD record
ord-ff73126777e0486ea8f5fac30fcc1e69
Source dataset
uspto-grants-2016_04
Patent number
US09309240B2

Reaction notes

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