1-Boc-1-methylhydrazine → 1,1-Dimethylethyl N-(2,5-dihydro-1H-pyrrol-1-yl)-N-methylcarbamate

HRID 1893515Notes

Reaction equation

HRID 1893515 reaction equation
[CH3:1][N:2]([C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5])[NH2:3].Cl[CH2:12]/[CH:13]=[CH:14]\[CH2:15]Cl>>[N:3]1([N:2]([CH3:1])[C:4](=[O:5])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[CH2:15][CH:14]=[CH:13][CH2:12]1

Participants

3

Reactant 2

HCID 37482801-Boc-1-methylhydrazineHCID 64321151,4-Dichloro-cis-2-butene

Product 1

HCID 668810371,1-Dimethylethyl N-(2,5-dihydro-1H-pyrrol-1-yl)-N-methylcarbamateYield 86.3%

Procedure

Using tert-butyl 1-methylhydrazinecarboxylate (5.00 g, 34.2 mmol) and (2Z)-1,4-dichloro-2-butene (3.6 ml, 34.2 mmol), and according to the method of Reference Example 35, step A, the title compound (5.85 g, yield 86%) was obtained as a yellow oil.

Sources & evidence

ORD record
ord-301a903b86a34f378dd80de5f050e812
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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