Boronic acid, (4-ethylphenyl)- → HCID 90418009, compound

HRID 2177354Notes

Reaction equation

HRID 2177354 reaction equation
O[C:2]1[CH:6]=[C:5]([C:7]([F:10])([F:9])[F:8])[S:4][C:3]=1[C:11]([O:13]C)=O.FC(F)(F)C1SC(C(OC)=O)=C(OS(C(F)(F)F)(=O)=O)C=1.[CH2:36]([C:38]1[CH:43]=[CH:42][C:41](B(O)O)=[CH:40][CH:39]=1)[CH3:37].[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[CH2:36]([C:38]1[CH:43]=[CH:42][C:41]([C:2]2[CH:6]=[C:5]([C:7]([F:8])([F:9])[F:10])[S:4][C:3]=2[CH2:11][OH:13])=[CH:40][CH:39]=1)[CH3:37]

Participants

5

Reactant 4

HCID 2734352Boronic acid, (4-ethylphenyl)-HCID 2759855Methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylateHCID 21226445Aluminium lithium hydrideHCID 90418823HCID 90418823, compound

Product 1

HCID 90418009HCID 90418009, compound

Procedure

The title compound was prepared according to the procedure described in Example 208 starting from methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylate and by coupling of methyl 5-(trifluoromethyl)-3-(((trifluoromethyl)sulfonyl)oxy)thiophene-2-carboxylate and 4-ethylphenyl boronic acid followed by LAH reduction to afford the desired product as an off-white oil.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-fcf2d3e833f84685a611992a55e7685e
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

Loading…