Cyclopropanemethanamine → HCID 89656423, compound

HRID 2170225Notes

Reaction equation

HRID 2170225 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.[CH:14]1([CH2:17][NH2:18])[CH2:16][CH2:15]1>O1CCOCC1>[Br:1][C:2]1[CH:7]=[C:6]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:18][CH2:17][CH:14]1[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 75646CyclopropanemethanamineHCID 585219752-Bromo-4-(ethylsulfonyl)-1-fluorobenzene

Product 1

HCID 89656423HCID 89656423, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of Example 84b (0.534 g, 2.00 mmol) and cyclopropylmethanamine (0.427 g, 6.00 mmol) in dioxane (5 mL) was heated at 100° C. for overnight. The reaction mixture was cooled to ambient temperature and filtered to remove the solid. The filtrate was concentrated. The residue was purified by flash chromatography (silica gel, 40% ethyl acetate in hexanes) to afford the title compound (0.63 g, 99%).

Workup

  1. filtrationfiltered
  2. customto remove the solid
  3. concentrationThe filtrate was concentrated
  4. customThe residue was purified by flash chromatography (silica gel, 40% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-e52d8f7cd6434877bff527bef4a8c294
Source dataset
uspto-grants-2015_06
Patent number
US09050346B2

Reaction notes

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