Benzenesulfonyl chloride → HCID 68183202, compound

HRID 513436Notes

Reaction equation

HRID 513436 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[C:10]([NH2:15])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1)=[O:4].[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>N1C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[C:10]([NH:15][S:22]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)(=[O:24])=[O:23])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 68183301HCID 68183301, compound

Product 1

HCID 68183202HCID 68183202, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a similar fashion using route 14 general procedure 26, 8-Amino-quinoline-4-carboxylic acid methyl ester 489 (56 mg, 0.27 mmol), benzenesulfonyl chloride (54 mg, 0.30 mmol) and pyridine (5 ml) gave the title compound (61 mg, 64%) after purification by column chromatography with DCM/EtOAc (90:10 as the eluent.

Sources & evidence

ORD record
ord-294d28fc18df4fe58b4c4ccb73fc4e1c
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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