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

HRID 1685059Notes

Reaction equation

HRID 1685059 reaction equation
CO[CH2:3][CH2:4][N:5]1[C:9]([CH3:10])=[C:8]([C:11]([OH:13])=[O:12])[C:7]([CH3:14])=[N:6]1.CC1[C:20]([C:21]([O:23][CH2:24]C)=O)=C(C)NN=1.BrCC(OC)CC>>[CH3:24][O:23][CH2:21][CH2:20][CH2:3][CH2:4][N:5]1[C:9]([CH3:10])=[C:8]([C:11]([OH:13])=[O:12])[C:7]([CH3:14])=[N:6]1

Participants

4

Reactant 3

HCID 215436ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylateHCID 5239831-Bromo-2-methoxybutaneHCID 435653931-(2-methoxyethyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid

Product 1

HCID 580550621-(4-methoxybutanyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acidYield 41%

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 (367 mg) to afford white solid (185 mg, 41%). ESI-MS m/z 227.4 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7b621e746c2f4526a3ec19581347a70e
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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