1-Chloro-2-iodobenzene → 3,4-Bis(benzyloxy)-6-((2-chlorophenyl)ethynyl)pyridazine

HRID 927087Notes

Reaction equation

HRID 927087 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.[Cl:59][C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][C:61]=1I>>[CH2:35]([O:42][C:43]1[N:44]=[N:45][C:46]([C:57]#[C:58][C:61]2[CH:62]=[CH:63][CH:64]=[CH:65][C:60]=2[Cl:59])=[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:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

4

Reactant 3

HCID 119931-Chloro-2-iodobenzeneHCID 712699103,4-Bis(benzyloxy)-6-{[5-(trifluoromethyl)pyridin-2-yl]ethynyl}pyridazine2×HCID 866770253,4-Bis(benzyloxy)-6-ethynylpyridazine2×

Product 1

HCID 712701363,4-Bis(benzyloxy)-6-((2-chlorophenyl)ethynyl)pyridazineYield 59%

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 1-chloro-2-iodobenzene in 59% yield.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-74e5846913aa4de2bf3a32f4cf12e550
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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