Diisopropylethylamine → HCID 58154573, compound

HRID 2359443Notes

Reaction equation

HRID 2359443 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:4]=[C:5]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[C:12]([NH2:19])[CH:13]=[CH:14][CH:15]=3)[N:10]=2)[CH:6]=[CH:7][CH:8]=1.CCN(C(C)C)C(C)C.[N:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[S:37](Cl)(=[O:39])=[O:38].C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:21][C:2]([F:1])([F:20])[C:3]1[CH:4]=[C:5]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[C:12]([NH:19][S:37]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][N:31]=4)(=[O:39])=[O:38])[CH:13]=[CH:14][CH:15]=3)[N:10]=2)[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 3787675Pyridine-2-sulfonyl ChlorideHCID 58154702HCID 58154702, compound

Product 1

HCID 58154573HCID 58154573, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(3-(trifluoromethyl)phenyl)quinolin-8-amine (0.10 g, 0.347 mmol) in CH2Cl2 (10 mL) was added DIPEA (0.120 mL, 0.695 mmol) followed by pyridine-2-sulfonyl chloride (0.065 g, 0.366 mmol). The mixture was stirred at room temperature for 18 hours. An aqueous solution of saturated NaHCO3 was added (30 mL), the resulting precipitate was collected by filtration and washed with methanol to obtain N-(2-(3-(trifluoromethyl)phenyl)quinolin-8-yl)pyridine-2-sulfonamide (0.025 g, 17% yield).

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with methanol

Sources & evidence

ORD record
ord-4d98ce5183e843c28b46d0d8de706633
Source dataset
uspto-grants-2014_04
Patent number
US08685970B2

Reaction notes

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