1-Pyrrolidinepropanamine → 4,5-Diphenyl-N-[3-(1-pyrrolidinyl)propyl]-1H-pyrazole-1-acetamide

HRID 1199072Notes

Reaction equation

HRID 1199072 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][CH2:27][N:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1>>[C:1]1([C:7]2[CH:8]=[N:9][N:10]([CH2:18][C:19]([NH:24][CH2:25][CH2:26][CH2:27][N:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[O:20])[C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 316701-Pyrrolidinepropanamine2×HCID 146995514,5-Diphenyl-1-(ethoxycarbonylmethyl)-pyrazole

Product 1

HCID 146995804,5-Diphenyl-N-[3-(1-pyrrolidinyl)propyl]-1H-pyrazole-1-acetamide

Conditions

Temperature
100 °C

Procedure

A mixture of 15 g (0.049 mol) of ethyl 4,5-diphenyl-1H-pyrazole-1-acetate and 60 mL of N-(3-aminopropyl) pyrrolidine was stirred at 100° C. for 48 hr. The excess aminopropylpyrrolidine was stripped in vacuo and the residue was triturated in ether to yield 5.5 g of product mp 75°-79° C.

Workup

  1. customthe residue was triturated in ether

Sources & evidence

ORD record
ord-ad9b58a0eccd43158bcf200e2842c882
Source dataset
uspto-grants-1990_02
Patent number
US04898880

Reaction notes

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