Pyridine → HCID 68183400, compound

HRID 513488Notes

Reaction equation

HRID 513488 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[CH3:12][C:13]1[N:18]=[C:17]([S:19](Cl)(=[O:21])=[O:20])[CH:16]=[CH:15][CH:14]=1.N1C=CC=CC=1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[N:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[NH:1][S:19]([C:17]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:12])[N:18]=2)(=[O:21])=[O:20])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 113598-AminoquinolineHCID 122954646-Methylpyridine-2-sulfonyl chloride

Product 1

HCID 68183400HCID 68183400, compoundYield 22.2%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

In a similar fashion using route 14 general procedure 27, 8-aminoquinoline (250 mg, 1.73 mmol), 6-methyl-pyridine-2-sulfonyl chloride 441 (530 mg, 2.77 mmol), DMAP (cat.), pyridine (3 ml) and DCM (2 ml) gave the title compound (115 mg, 22%) after purification by column chromatography with n-hexane/EtOAc (90:10) as the eluent.

Sources & evidence

ORD record
ord-41ecb04dd0b64060a82ffa5293c485a4
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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