Pyridine → HCID 86669757, compound

HRID 513526Notes

Reaction equation

HRID 513526 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11])([O-:3])=[O:2].[Cl:14][C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[C:18]([NH2:25])[CH:19]=[CH:20][CH:21]=2)[N:16]=1.N1C=CC=CC=1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Cl:14][C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[C:18]([NH:25][S:10]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N+:1]([O-:3])=[O:2])(=[O:12])=[O:11])[CH:19]=[CH:20][CH:21]=2)[N:16]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 155402-Nitrobenzenesulfonyl chlorideHCID 3465192-Chloroquinolin-8-amine2×

Product 1

HCID 86669757HCID 86669757, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

In a similar fashion using route 14 general procedure 27, 2-nitrobenzene-1-sulfonyl chloride (800 mg, 3.65 mmol), 2-chloro-quinolin-8-ylamine (Intermediate 26), pyridine (0.67 ml, 0.8 mmol) and DMAP (cat.) in DCM (30 ml) gave the title compound (800 mg, 80%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-ee447ba2669b4b848605620922bfbbee
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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