Isobutyryl chloride → HCID 178429167, compound
Reaction equation
[NH2:1][C:2]1[N:7]([NH2:8])[C:6](=[O:9])[CH:5]=[C:4]([CH3:10])[N:3]=1.[C:11](Cl)(=O)[CH:12]([CH3:14])[CH3:13]>O1CCOCC1.CN(C)C=O>[CH3:10][C:4]1[CH:5]=[C:6]([OH:9])[N:7]2[N:8]=[C:11]([CH:12]([CH3:14])[CH3:13])[N:1]=[C:2]2[N:3]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of Intermediate 1 (0.35 g, 2.497 mmol) and iso-butyryl chloride (FLUKA, 0.262 mL, 2.497 mmol) in a mixture of 1,4-dioxane (4 mL) and N,N-dimethylformamide (1 mL) was heated under reflux overnight. The reaction was then concentrated under vacuum and the residue was purified by flash chromatography (Si, eluting with DCM:MeOH mixtures, gradient from 100:0% to 90:10%) to yield the title compound as a white solid.
Workup
- temperaturewas heated
- temperatureunder reflux overnight
- concentrationThe reaction was then concentrated under vacuum
- customthe residue was purified by flash chromatography (Si, eluting with DCM:MeOH mixtures, gradient from 100:0% to 90:10%)
Sources & evidence
- ORD record
- ord-947b58105c184ffc98d225fe3f7f7908
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09238653B2
Reaction notes
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