Cesium fluoride → HCID 71766909, compound

HRID 1771410Notes

Reaction equation

HRID 1771410 reaction equation
Cl[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][O:6][CH:7]2[C:12]1[NH:13][CH2:14][CH2:15][N:16]=1.[CH2:17]([Sn](CCCC)(CCCC)CCCC)[CH:18]=[CH2:19].[F-].[Cs+].O1CCOCC1>CC(C)([P](C(C)(C)C)([Pd][P](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C(C)(C)C)C.CN(C=O)C>[CH2:19]([C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][O:6][CH:7]2[C:12]1[NH:13][CH2:14][CH2:15][N:16]=1)[CH:18]=[CH2:17]

Participants

7

Reactant 4

HCID 25953Cesium fluorideHCID 312751,4-DioxaneHCID 90628AllyltributylstannaneHCID 71766904HCID 71766904, compound

Product 1

HCID 71766909HCID 71766909, compound

Reagents, catalysts & solvents 2

HCID 178418851HCID 178418851, compoundCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
160 °C

Procedure

To a mixture of 2-(5-chloroisochroman-1-yl)-4,5-dihydro-1H-imidazole (50 mg), allyltributyltin (69.9 mg), CsF (70.6 mg) and bis(tri-t-butylphosphine)palladium (3.24 mg) were added dioxane (2 ml) and DMF (0.5 ml). The reaction mixture was degassed with N2 and heated in a microwave oven for 30 min at 160° C. The title compound was purified by applying methods F and G. (Yield 5.8 mg).

Workup

  1. customThe reaction mixture was degassed with N2
  2. customThe title compound was purified

Sources & evidence

ORD record
ord-a082414441f0435fa7cac4e605c88aed
Source dataset
uspto-grants-2016_02
Patent number
US09249127B2

Reaction notes

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