4-Iodobenzonitrile → 4-{2-[5,6-bis(Benzyloxy)pyridazin-3-yl]ethynyl}benzonitrile

HRID 927080Notes

Reaction equation

HRID 927080 reaction equation
C(OC1N=NC(C#CC2C=CC(C(F)(F)F)=CN=2)=CC=1OCC1C=CC=CC=1)C1C=CC=CC=1.[CH2:35]([O:42][C:43]1[N:44]=[N:45][C:46]([C:57]#[CH:58])=[CH:47][C:48]=1[O:49][CH2:50][C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.I[C:60]1[CH:67]=[CH:66][C:63]([C:64]#[N:65])=[CH:62][CH:61]=1>>[CH2:50]([O:49][C:48]1[CH:47]=[C:46]([C:57]#[C:58][C:60]2[CH:67]=[CH:66][C:63]([C:64]#[N:65])=[CH:62][CH:61]=2)[N:45]=[N:44][C:43]=1[O:42][CH2:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1

Participants

4

Reactant 3

HCID 764674-IodobenzonitrileHCID 712699103,4-Bis(benzyloxy)-6-{[5-(trifluoromethyl)pyridin-2-yl]ethynyl}pyridazine2×HCID 866770253,4-Bis(benzyloxy)-6-ethynylpyridazine2×

Product 1

HCID 712705504-{2-[5,6-bis(Benzyloxy)pyridazin-3-yl]ethynyl}benzonitrileYield 73%

Procedure

Prepared as described for 3,4-bis(benzyloxy)-6-{[5-(trifluoromethyl)pyridin-2-yl]ethynyl}pyridazine (Intermediate 6) from 3,4-bis(benzyloxy)-6-ethynylpyridazine (Intermediate 5) and 4-iodobenzonitrile in 73% yield.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c4e6fb6f0cc340d99278c736564497d3
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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