Pyridine → HCID 56966433, compound

HRID 1036981Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([C:12]1[CH:13]=[C:14]([S:18](Cl)(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=1)[CH2:6][C:5]2([CH3:23])[CH3:22].[N:24]1C=CC=C[CH:25]=1.Cl.CN>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([C:12]1[CH:13]=[C:14]([S:18]([NH:24][CH3:25])(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=1)[CH2:6][C:5]2([CH3:23])[CH3:22]

Participants

Conditions

Temperature: 0 °C

Procedure

3-(6-Chloro-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-benzenesulfonyl chloride (234 mg, 0.63 mmol) was dissolved in dichloromethane (5 ml). Pyridine (5 ml) was added to the mixture. The resulting solution was cooled to 0° C., and methylamine hydrochloride (64 mg, 0.95 mmol) was added. The mixture was stirred at room temperature for 2 h. Solvent was removed and the residue was purified on Thin layer chromatography using petroleum ether/ethyl acetate=3:1 as eluent to afford 3-(6-chloro-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-N-methyl-benzenesulfonamide as white solid (100 mg, yield: 40%). MS (ESI+APCI) M+1=395.1.

Workup

customSolvent was removed
customthe residue was purified on Thin layer chromatography

Sources & evidence

ORD record: ord-324a392d309c4020995fa669a0794f18
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546427B2

Reaction notes

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