6-Methoxy-8-quinolinamine → Pyridine-3-sulfonic acid (6-methoxy-quinolin-8-yl)-amide

HRID 513429Notes

Reaction equation

HRID 513429 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([NH2:13])[CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2.[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([S:20](Cl)(=[O:22])=[O:21])[CH:15]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([NH:13][S:20]([C:16]3[CH:15]=[N:14][CH:19]=[CH:18][CH:17]=3)(=[O:22])=[O:21])[CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2

Participants

3

Reactant 2

HCID 70236-Methoxy-8-quinolinamine2×HCID 3164136Pyridine-3-sulfonyl chloride2×

Product 1

HCID 60163924Pyridine-3-sulfonic acid (6-methoxy-quinolin-8-yl)-amideYield 39%

Procedure

In a similar fashion using route 14 general procedure 26, 6-methoxyquinolin-8-amine (Intermediate 23) (50 mg, 0.29 mmol), pyridine-3-sulfonyl chloride (Intermediate 17) (76 mg, 0.43 mmol) gave the title compound (35 mg, 39%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-8f3bd99d7bc24a3f95ba815b3b0cb049
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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