Methyl 3-methyl-2-butenoate → HCID 90010720, compound

HRID 1503303Notes

Reaction equation

HRID 1503303 reaction equation
[CH3:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][NH:4][N:3]=1.[CH3:10][C:11]([CH3:17])=[CH:12][C:13]([O:15][CH3:16])=[O:14].C1CCN2C(=NCCC2)CC1>CN(C=O)C>[CH3:10][C:11]([N:4]1[CH:5]=[C:6]([N+:7]([O-:9])=[O:8])[C:2]([CH3:1])=[N:3]1)([CH3:17])[CH2:12][C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 13546Methyl 3-methyl-2-butenoateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178434564HCID 178434564, compound

Product 1

HCID 90010720HCID 90010720, compoundYield 7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-methyl-4-nitro-1H-pyrazole (1.00 g, 7.87 mmol), methyl 3-methylbut-2-enoate (2.20 g, 18.9 mmol), and DBU (3.10 g, 20.5 mmol) in DMF (5.0 mL) was stirred overnight. The mixture was purified by reverse phase Combiflash to afford the title compound (130 mg, 7%) as yellow oil. LC-MS (ESI): m/z=242 (M+H)+.

Workup

  1. customThe mixture was purified by reverse phase Combiflash

Sources & evidence

ORD record
ord-9eca3424a24a4b7a9e76b1bbfdc092cf
Source dataset
uspto-grants-2015_12
Patent number
US09212173B2

Reaction notes

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