Methyl Methacrylate → HCID 16004673, compound

HRID 606031Notes

Reaction equation

HRID 606031 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH:8]1([NH:11][C:12]2[C:17]([CH:18]=[N:19][OH:20])=[CH:16][N:15]=[C:14]3[N:21]([CH2:24][CH3:25])[N:22]=[CH:23][C:13]=23)[CH2:10][CH2:9]1.Cl[O-].[Na+]>O1CCCC1>[CH:8]1([NH:11][C:12]2[C:17]([C:18]3[CH2:3][C:2]([CH3:4])([C:1]([O:6][CH3:7])=[O:5])[O:20][N:19]=3)=[CH:16][N:15]=[C:14]3[N:21]([CH2:24][CH3:25])[N:22]=[CH:23][C:13]=23)[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 6658Methyl MethacrylateHCID 23665760Sodium HypochloriteHCID 86636867HCID 86636867, compound

Product 1

HCID 16004673HCID 16004673, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl methacrylate (0.3 ml, 0.0028 mole) was added to 4-cyclopropylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime (70 mg, 0.00028 mol) in tetrahydrofuran. The reaction mixture was stirred at room temperature. Sodium hypochlorite (2 ml) was added slowly to the mixture thus obtained over a period of about 5 minutes and the reaction mixture was allowed to stir at room temperature for about 4 hours. Tetrahydrofuran was evaporated and the organic layer was extracted with ethyl acetate. It was concentrated and purified by column chromatography to yield the title compound. Yield: 50 mg (51%). m/z: (M++1) 344.1.

Workup

  1. customthus obtained over a period of about 5 minutes
  2. stirringto stir at room temperature for about 4 hours
  3. customTetrahydrofuran was evaporated
  4. extractionthe organic layer was extracted with ethyl acetate
  5. concentrationIt was concentrated
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-07060f4d194e42a0a9e3b019e1dafc19
Source dataset
uspto-grants-2011_03
Patent number
US07915286B2

Reaction notes

Loading…