N1-tert-butylethane-1,2-diamine → HCID 14699565, compound

HRID 1608300Notes

Reaction equation

HRID 1608300 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.[CH3:24][C:25]([NH:28][CH2:29][CH2:30][NH2:31])([CH3:27])[CH3:26]>C[O-].[Na+]>[CH3:24][C:25]([NH:28][CH2:29][CH2:30][NH:31][C:19](=[O:20])[CH2:18][N:10]1[C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:8]=[N:9]1)([CH3:27])[CH3:26]

Participants

4

Reactant 2

HCID 12504477N1-tert-butylethane-1,2-diamineHCID 146995514,5-Diphenyl-1-(ethoxycarbonylmethyl)-pyrazole

Product 1

HCID 14699565HCID 14699565, compoundYield 66.8%

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideCatalyst

Procedure

A solution of 10.7 g (0.035 mol) of ethyl 4,5-diphenylpyrazole-1-acetate of example 1 in 10.9 g (0.094 mol) of 2-[(1,1-dimethylethyl)amino]ethanamine was heated with about 50 mg of sodium methoxide at about 150° for two hours. The excess amine was stripped off under vacuum and the residue was triturated in acetonitrile. The solid product was filtered off and recrystallized from isopropyl acetate to yield 8.8 g of white crystals, mp 115°-116° C.

Workup

  1. customthe residue was triturated in acetonitrile
  2. filtrationThe solid product was filtered off
  3. customrecrystallized from isopropyl acetate

Sources & evidence

ORD record
ord-c7d08bb897374f3093911c9283abbc83
Source dataset
uspto-grants-1989_09
Patent number
US04870095

Reaction notes

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