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Triethylamine → N-(5-carbamoyl-1-methyl-3-propyl-1H-4-pyrazolyl)-2-(4-bromophenyl)acetamide

HRID 1977643
Notes
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Reaction equation

HRID 1977643 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](Cl)=[O:10])=[CH:4][CH:3]=1.[NH2:12][C:13]1[C:14]([CH2:22][CH2:23][CH3:24])=[N:15][N:16]([CH3:21])[C:17]=1[C:18]([NH2:20])=[O:19].C(N(CC)CC)C>ClCCl>[C:18]([C:17]1[N:16]([CH3:21])[N:15]=[C:14]([CH2:22][CH2:23][CH3:24])[C:13]=1[NH:12][C:9](=[O:10])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1)(=[O:19])[NH2:20]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 181552Benzeneacetyl chloride, 4-bromo-HCID 33380444-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

Product 1

HCID 21995144N-(5-carbamoyl-1-methyl-3-propyl-1H-4-pyrazolyl)-2-(4-bromophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of this 4-bromophenylacetyl chloride in dry dichloromethane (5 ml) was then added dropwise to a solution of 4-amino-1-methyl-3-propyl-1H-5-pyrazolecarboxamide (6 g, 0.033 mol) and triethylamine (7 ml, 0.050 mol) in dichloromethane (250 ml), and the reaction stirred at room temperature for 18 hours.

Sources & evidence

ORD record
ord-d31dd16d64d74f838797d36a24f98424
Source dataset
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06235742B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes