Pyridine → HCID 22040478, compound

HRID 2070339Notes

Reaction equation

HRID 2070339 reaction equation
F[C:2]1[C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)=[CH:6][CH:5]=[C:4]([N+:15]([O-])=O)[C:3]=1[NH2:18].Cl.NO.N1C=[CH:26][CH:25]=[CH:24][CH:23]=1>C(O)C>[CH:14]1([N:11]2[CH2:12][CH2:13][N:8]([C:7]3[CH:2]=[C:3]([NH2:18])[C:4]([NH2:15])=[CH:5][CH:6]=3)[CH2:9][CH2:10]2)[CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 220408162-Fluoro-3-(4-methyl-piperazin-1-yl)-6-nitro-phenylamine

Product 1

HCID 22040478HCID 22040478, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 50 mL round bottom flask was charged with a suspension of 1 (680 mg, 2.5 mmol), hydroxylamine HCl (191 mg, 2.75 mmol), and pyridine (0.25 mL, 3.0 mmol) in ethanol (10 mL) and stirred at RT overnight. Crude product concentrated and absorbed onto silica gel, then chromatographed using 97:3 CH2Cl2/MeOH to give 2 as an orange solid. LCMS m/z 289.2 (MH+), Rt 2.06 min.

Workup

  1. concentrationCrude product concentrated
  2. customabsorbed onto silica gel
  3. customchromatographed

Sources & evidence

ORD record
ord-11138bcd3fa8473083d09f07d3740b6a
Source dataset
uspto-grants-2012_10
Patent number
US08299108B2

Reaction notes

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