1-Bromo-2-methylpropane → HCID 67217327, compound

HRID 1921297Notes

Reaction equation

HRID 1921297 reaction equation
[C:1]([C:5]1[O:9][N:8]=[C:7]([NH2:10])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:12][CH:13]([CH3:15])[CH3:14]>>[C:1]([C:5]1[O:9][N:8]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:7](=[NH:10])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 65551-Bromo-2-methylpropaneHCID 1714733-Isoxazolamine, 5-(1,1-dimethylethyl)-

Product 1

HCID 67217327HCID 67217327, compoundYield 61.9%

Conditions

Temperature
85 °C

Procedure

A mixture of 5-tert-butylisoxazol-3-amine (3.0 g, 21 mmol) and 1-bromo-2-methylpropane (3.5 mL, 32 mmol) was warmed to 85° C. and was allowed to stir for 70 h. The mixture was cooled to ambient temperature and was purified by column chromatography (silica gel, 60% hexanes/EtOAc) to give the title compound (2.5 g, 13 mmol, 60% yield). MS (DCI/NH3) m/z 197 (M+H)+.

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. customwas purified by column chromatography (silica gel, 60% hexanes/EtOAc)

Sources & evidence

ORD record
ord-eec772c65ba94603b501b78b81e629ac
Source dataset
uspto-grants-2012_05
Patent number
US08173687B2

Reaction notes

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