Triethylamine → tert-Butyl 4-(3,5-dinitropyridin-2-yl)aminobutanoate

HRID 1691595Notes

Reaction equation

HRID 1691595 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[CH:4][N:3]=1.Cl.[NH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].C(N(CC)CC)C>O1CCOCC1>[N+:8]([C:7]1[C:2]([NH:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[N:3][CH:4]=[C:5]([N+:11]([O-:13])=[O:12])[CH:6]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 757382-Chloro-3,5-dinitropyridineHCID 24750478Tert-butyl 4-aminobutanoate hydrochloride

Product 1

HCID 86643266tert-Butyl 4-(3,5-dinitropyridin-2-yl)aminobutanoate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 3 g (14.74 mmol) of 2-chloro-3,5-dinitropyridine in dioxane is admixed with 3.46 g (17.69 mmol) of tert-butyl 4-aminobutanoate hydrochloride and then with 4.21 ml (22.11 mmol) of triethylamine. The reaction mixture is stirred at 60° C. for 3 hours.

Sources & evidence

ORD record
ord-81571dfccc5241cbab40c0fa1bc9c7dc
Source dataset
uspto-grants-2012_04
Patent number
US08153796B2

Reaction notes

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