Ethyl 1-((1-methyl-1,2,3,4-tetrahydroquinolin-7-yl)methyl)-1H-pyrazole-4-carboxylate → 1-((1-Methyl-1,2,3,4-tetrahydroquinolin-7-yl)methyl)-1H-pyrazole-4-carboxylic acid

HRID 928428Notes

Reaction equation

[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:12][N:13]3[CH:17]=[C:16]([C:18]([O:20]CC)=[O:19])[CH:15]=[N:14]3)[CH:10]=2)[CH2:5][CH2:4][CH2:3]1>CO.[OH-].[Na+]>[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:12][N:13]3[CH:17]=[C:16]([C:18]([OH:20])=[O:19])[CH:15]=[N:14]3)[CH:10]=2)[CH2:5][CH2:4][CH2:3]1

Participants

Conditions

Temperature: 20 °C

Procedure

Ethyl 1-((1-methyl-1,2,3,4-tetrahydroquinolin-7-yl)methyl)-1H-pyrazole-4-carboxylate (233 mg, 0.607 mmol) was dissolved in a mixture of MeOH (6 ml) and 1N NaOH (3.00 ml). The reaction mixture was stirred for 8 hr at 20° C. and the solvents were removed by evaporation under reduced pressure to afford the title compound. HPLC (Method A) Rt=1.348 min; MS (Method A) [M+H]+=271.9

Workup

customthe solvents were removed by evaporation under reduced pressure

Sources & evidence

ORD record: ord-321553bf803e4c0a8d17720665256dcf
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290485B2

Reaction notes

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