Benzenesulfonyl chloride → HCID 68183477, compound

HRID 513477Notes

Reaction equation

HRID 513477 reaction equation
[F:1][C:2]1[C:11]([F:12])=[CH:10][C:9]([NH2:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C1C=CN=CC=1)C>[F:1][C:2]1[C:11]([F:12])=[CH:10][C:9]([NH:13][S:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:22])=[O:21])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 68183325HCID 68183325, compound2×

Product 1

HCID 68183477HCID 68183477, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In a similar fashion using route 14 general procedure 27, 5,6-difluoroquinolin-8-amine (Intermediate 49) (120 mg, 0.67 mmol), benzenesulfonyl chloride (141 mg, 0.78 mmol) and DMAP (cat.) gave the title compound (73 mg, 35%) after purification by column chromatography with n-hexane/EtOH (1:1) as the eluent.

Sources & evidence

ORD record
ord-2e0a2612329d4bf0b88c50aa3ae64af2
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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