Tetrahydrofuran → 5-(2-Methyl-propenyl)-3-pyrrolidin-1-yl-1H-[1,2,4]triazole

HRID 1054942Notes

Reaction equation

HRID 1054942 reaction equation
[CH3:1][C:2]([CH3:15])=[CH:3][C:4](/[N:6]=[C:7](/[N:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1)\SC)=O.[NH2:16][NH2:17].C1COCC1>>[CH3:1][C:2]([CH3:15])=[CH:3][C:4]1[NH:17][N:16]=[C:7]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[N:6]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 9321HydrazineHCID 178503950HCID 178503950, compound

Product 1

HCID 900176975-(2-Methyl-propenyl)-3-pyrrolidin-1-yl-1H-[1,2,4]triazoleYield 22.2%

Procedure

Was prepared in the same manner as described in General Procedure Example 2, using (Z)-methyl N-3-methylbut-2-enoylpyrrolidine-1-carbimidothioate (3.69 g, 16.3 mmol, Eq: 1.00) and hydrazine 1M in THF (16.3 ml, 16.3 mmol, Eq: 1.00). Chromatography afforded 5-(2-Methyl-propenyl)-3-pyrrolidin-1-yl-1H-[1,2,4]triazole (695 mg, 22.2%) as white waxy solid. MS: m/z=193.1 (M+H+)

Workup

  1. customWas prepared in the same manner

Sources & evidence

ORD record
ord-57de079bf35743858c8f7b2d8ccdb7e5
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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