2-(Tributylstannyl)pyridine → HCID 6417974, compound

Reaction equation

Cl[C:2]1[N:7]=[N:6][C:5]([C:8]2[N:9]=[N:10][C:11](Cl)=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.C([Sn](CCCC)(CCCC)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1)CCC>>[N:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:2]1[N:7]=[N:6][C:5]([C:8]2[N:9]=[N:10][C:11]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:20][N:21]=3)=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 6077842-(Tributylstannyl)pyridine

HCID 49800243-Chloro-6-(6-chloropyridazin-3-yl)pyridazine

Product 1

HCID 6417974HCID 6417974, compound

Procedure

Specifically, it was envisioned, firstly, to use the 6,6′-dichloro-3,3′-bipyridazine dimer 17, which, when subjected to Stille heterocoupling in the presence of two equivalents of 2-tributylstannylpyridine 18, should produce the expected 6,6′-bis(pyridin-2-yl)-3,3′-bipyridazine 19.

Sources & evidence

ORD record: ord-cdb0a956c0a34ef0857990b4938799bb
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09034873B2

Reaction notes

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