Benzenesulfonyl chloride → HCID 68183299, compound

HRID 513433Notes

Reaction equation

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

Participants

Reactant 2

HCID 7369Benzenesulfonyl chloride

HCID 1102378-Quinolinamine, 6-methyl-2×

Product 1

HCID 68183299HCID 68183299, compoundYield 23%

Procedure

In a similar fashion using route 14 general procedure 26, 6-methylquinolin-8-amine (Intermediate 31) (70 mg, 0.44 mmol), benzenesulfonyl chloride (0.07 ml, 0.53 mmol) gave the title compound (30 mg, 23%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record: ord-63beb7d0f9ac46a5aed17e0d118f1faf
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09102688B2

Reaction notes

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