Benzenesulfonyl chloride → HCID 68183379, compound

HRID 513484Notes

Reaction equation

HRID 513484 reaction equation
[CH2:1]([C:3]1[C:12]([NH2:13])=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1)[CH3:2].[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>[CH2:1]([C:3]1[C:12]([NH:13][S:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:22])=[O:21])=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 68183445HCID 68183445, compound2×

Product 1

HCID 68183379HCID 68183379, compoundYield 15.2%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In a similar fashion using route 14 general procedure 27, 7-ethylquinolin-8-amine (Intermediate 63) (144 mg, 0.84 mmol), benzenesulfonyl chloride (170 mg, 1.01 mmol) and DMAP (cat.) gave the title compound (40 mg, 15%) after purification by column chromatography with n-hexane/ EtOAc (17:3) as the eluent.

Sources & evidence

ORD record
ord-31943ef17f244900856096723634c77f
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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