N-(2-Aminoethyl)piperidine → 2-(4,5-Diphenyl-1H-pyrazol-1-yl)-N-[2-(piperidin-1-yl)ethyl]acetamide

HRID 1199071Notes

Reaction equation

[C:1]1([C:7]2[CH:8]=[N:9][N:10]([CH2:18][C:19](OCC)=[O:20])[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:24][CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>C(N(C(C)C)CC)(C)C>[C:1]1([C:7]2[CH:8]=[N:9][N:10]([CH2:18][C:19]([NH:24][CH2:25][CH2:26][N:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:20])[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 15 g (0.049 mol) of ethyl 4,5-diphenyl-1H-pyrazole-1-acetate of example 1 and 10.2 mL (0.072 mol) of N-(2-aminoethyl)piperidine in 62 ml of diisopropylethylamine was stirred at 100° C. for 18 hr. Upon cooling and standing a solid precipitate was formed which was filtered off and recyrtallized very slowly from 250 mL of 1:3 THF-ether to yield 10.6 of 4,5-Diphenyl-N-[2-(1-piperidinyl)ethyl]-1H-pyrazole-1-acetamide mp 95°-97° C.

Workup

temperatureUpon cooling
customwas formed which
filtrationwas filtered off

Sources & evidence

ORD record: ord-9df8824b4e1246aca6dffccbd2c4dbaf
Source dataset: uspto-grants-1990_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04898880

Reaction notes

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