3-Phenyl-allyldisulfanyl-3-allylbenzene → HCID 178435948, compound

HRID 1027520Notes

Reaction equation

HRID 1027520 reaction equation
[CH3:1][S:2][C:3]1[C:4]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[N:5][NH:6][CH:7]=1.[C:14]1([C:20]2(CC=C)C=CC=C(SSCC=C)[CH2:21]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.BrC1C(C2C=NC=CC=2)=NNC=1>C(OCC)(=O)C>[C:14]1([CH:20]=[CH:21][CH2:1][S:2][C:3]2[C:4]([C:8]3[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=3)=[N:5][NH:6][CH:7]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 867129883-Phenyl-allyldisulfanyl-3-allylbenzeneHCID 178419464HCID 178419464, compound2×HCID 178503312HCID 178503312, compound

Product 1

HCID 178435948HCID 178435948, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Compound 21K was prepared following the procedure as described for the synthesis of compound 21A (see Scheme 3) using 3-phenyl-allyldisulfanyl-3-allylbenzene as the disulfide (Tetrahedron Letters, 42, 2001, 6741-6743) and 3-(4-bromo-1H-pyrazol-3-yl)-pyridine (compound 20A). (conditions flash chromatography (ethyl acetate)). Yield: 22%. (oil), (TLC ethyl acetate Rf 0.45).

Sources & evidence

ORD record
ord-595726a8e55c4f87bbaf06ea69795abb
Source dataset
uspto-grants-2014_05
Patent number
US08735388B2

Reaction notes

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