Pyridine → HCID 60164191, compound

HRID 513490Notes

Reaction equation

HRID 513490 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[S:7](Cl)(=[O:9])=[O:8].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[N:11]1[C:16]2[C:15](=[CH:15][CH:14]=[CH:13][C:12]=2[NH:11][S:7]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][N:1]=2)(=[O:9])=[O:8])[CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 1049PyridineHCID 18974427Pyrazine-2-sulfonyl chloride

Product 1

HCID 60164191HCID 60164191, compoundYield 13%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

In a similar fashion using route 18 general procedure 27, 8-aminoqunoline (300 mg, 2.08 mmol), pyrazine-2-sulfonyl chloride 443 (482 mg, 2.7 mmol), pyridine (3 ml), DMAP (cat.) and DCM (2 ml) gave the title compound (102 mg, 13%) after purification by column chromatography with n-hexane/EtOAc (90:10) as the eluent.

Sources & evidence

ORD record
ord-89eb4741f5ea47399f36517aaea0d486
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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