Propargyl bromide → N-propargyloxy-tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-amine

HRID 1059038Notes

Reaction equation

[CH2:1]([O:4][N:5]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:6]([CH3:15])([CH3:14])[C:7]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH:2]=[CH2:3].C(N(C(C)(C)C(NC(C)(C)C)=O)O)(C)(C)C.C(Br)C#C>>[CH2:1]([O:4][N:5]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:6]([CH3:15])([CH3:14])[C:7]([NH:9][C:10]([CH3:12])([CH3:11])[CH3:13])=[O:8])[C:2]#[CH:3]

Participants

Reactant 3

HCID 7842Propargyl bromide

HCID 11207972N-allyloxy-tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-amine

HCID 22182216Tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-hydroxylamine

Product 1

HCID 22598528N-propargyloxy-tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-amineYield 78%

Procedure

The compound is prepared in analogy to compound (204) from tert-butyl-(dimethyl-tert-butylaminocarbonyl-methyl)-hydroxylamine and propargylbromide in 78% yield as colorless oil.

Sources & evidence

ORD record: ord-089c3ffd0a8a4c4a845a01da2fcca141
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06518326B1

Reaction notes

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