Benzenesulfonyl chloride → HCID 68183244, compound

HRID 513483Notes

Reaction equation

HRID 513483 reaction equation
[CH:1]([C:4]1[C:13]([NH2:14])=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CN(C1C=CN=CC=1)C>[CH:1]([C:4]1[C:13]([NH:14][S:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:23])=[O:22])=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 68183413HCID 68183413, compound2×

Product 1

HCID 68183244HCID 68183244, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In a similar fashion using route 14 general procedure 27, 7-isopropylquinolin-8-amine (Intermediate 62) (150 mg, 0.81 mmol), bezenesulfonyl chloride (170 mg, 1.0 mmol) and DMAP (cat.) gave the title compound (105 mg, 40%) after purification by column chromatography with n-hexane/EtOAc (17:3-4:1) gradient elution.

Sources & evidence

ORD record
ord-332268cedd4a437a992592294c0f0a2e
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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