Pyridine → HCID 68183041, compound

HRID 513541Notes

Reaction equation

HRID 513541 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]=1[S:14](Cl)(=[O:16])=[O:15])([O-:3])=[O:2].[N:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]=1[S:14]([NH:1][C:4]1[CH:5]=[CH:6][CH:7]=[C:22]2[C:23]=1[N:18]=[CH:19][CH:20]=[CH:21]2)(=[O:16])=[O:15])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 1049PyridineHCID 866697601227587-90-72×

Product 1

HCID 68183041HCID 68183041, compoundYield 32%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

In a similar fashion using route 14 general procedure 27, 8-aminoqunoline (550 mg, 3.8 mmol), 2-nitro-5-trifluoromethyl-benzenesulfonyl chloride (Intermediate 453) (1.43 g, 4.9 mmol), DMAP (cat.), pyridine (4 ml) and DCM (5 ml) gave the title compound (490 mg, 32%) after purification by column chromatography with n-hexane/EtOAc (90:10) as the eluent.

Sources & evidence

ORD record
ord-5ab8e55d5d5e4550b3b5213f456a4fec
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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