ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate → 1-(3-methoxypropyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid

HRID 1685060Notes

Reaction equation

HRID 1685060 reaction equation
[CH3:1][C:2]1[C:6]([C:7]([O:9]CC)=[O:8])=[C:5]([CH3:12])[NH:4][N:3]=1.BrC[CH:15]([O:18][CH3:19])[CH2:16][CH3:17]>>[CH3:19][O:18][CH2:15][CH2:16][CH2:17][N:4]1[C:5]([CH3:12])=[C:6]([C:7]([OH:9])=[O:8])[C:2]([CH3:1])=[N:3]1

Participants

3

Reactant 2

HCID 215436ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylateHCID 5239831-Bromo-2-methoxybutane

Product 1

HCID 609258741-(3-methoxypropyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acidYield 12%

Procedure

Prepared by following the same method as the preparation of intermediate 42: ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate (280 mg) was reacted with 1-bromo-2-methoxybutane (337 mg) to afford white solid (42 mg, 0.20 mmol, 10%). ESI-MS m/z 213.2 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-3dd88e88dac04e4d8705175df269b046
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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