Triethylamine → HCID 178421702, compound

HRID 1497762Notes

Reaction equation

HRID 1497762 reaction equation
[Br:1][C:2]1[C:3]([CH3:32])=[C:4]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=2)[C:5]([NH:8][C:9](=S)[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[N:6][CH:7]=1.C(N(CC)CC)C.Cl.[NH2:41][OH:42]>O>[Br:1][C:2]1[C:3]([CH3:32])=[C:4]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:29])[F:30])[CH:23]=2)[C:5]([NH:8][C:9](=[N:41][OH:42])[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 86708097N-[5-Bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-2-(4-methanesulfonyl-phenyl)-thioacetamide

Product 1

HCID 178421702HCID 178421702, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of N-[5-bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-2-(4-methanesulfonyl-phenyl)-thioacetamide (Int. 11, 190 mg, 0.35 mmol) in IMS (3 mL) was added triethylamine (63 μL, 0.45 mmol) followed by hydroxylamine hydrochloride (29 mg, 0.42 mmol). After stirring at room temperature for 30 mins, water (10 mL) was added and the resultant orange solid was collected by filtration then dried at 50° C. under vacuum to give the title compound (165 mg).

Workup

  1. filtrationthe resultant orange solid was collected by filtration
  2. customthen dried at 50° C. under vacuum

Sources & evidence

ORD record
ord-8c1e7e6bffd14f69938add9fdf54bb11
Source dataset
uspto-grants-2015_12
Patent number
US09199984B2

Reaction notes

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