Benzenesulfonyl chloride → HCID 60163841, compound

HRID 513470Notes

Reaction equation

HRID 513470 reaction equation
C[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.[CH3:23]CCCCC>CN(C1C=CN=CC=1)C>[CH3:23][C:6]1[CH:7]=[N:8][C:9]2[C:4]([CH:5]=1)=[CH:3][CH:2]=[CH:11][C:10]=2[NH:12][S:19]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 8058HexaneHCID 1102378-Quinolinamine, 6-methyl-2×

Product 1

HCID 60163841HCID 60163841, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In the similar fashion using route 14 general procedure 27, 3-methylquinoline (Intermediate 31) (130 mg, 0.82 mmol), benzenesulfonyl chloride (170 mg, 0.9 mmol) and DMAP (cat.) gave the title compound (150 mg, 61%) after tituration from n-hexane.

Sources & evidence

ORD record
ord-b0ffd27a24a34d0e9ddee18ad2172fa5
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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