2-(Trifluoromethyl)benzeneboronic acid → 5-Methyl-4-(2'-trifluoromethyl-biphenyl-4-yloxymethyl)-furan-2-carboxylic acid

HRID 2266823Notes

Reaction equation

HRID 2266823 reaction equation
C[O:2][C:3]([C:5]1[O:6][C:7]([CH3:19])=[C:8]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15](I)=[CH:14][CH:13]=2)[CH:9]=1)=[O:4].[F:20][C:21]([F:32])([F:31])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1B(O)O>>[CH3:19][C:7]1[O:6][C:5]([C:3]([OH:2])=[O:4])=[CH:9][C:8]=1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[C:21]([F:32])([F:31])[F:20])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 27343872-(Trifluoromethyl)benzeneboronic acidHCID 588241574-(4-Iodo-phenoxymethyl)-5-methyl-furan-2-carboxylic acid methyl ester

Product 1

HCID 184446035-Methyl-4-(2'-trifluoromethyl-biphenyl-4-yloxymethyl)-furan-2-carboxylic acid

Procedure

Compound (102) was prepared from compound (20) and (2-trifluoromethyl-phenyl)-boronic acid by adapting the procedure of Example 5(b). LC/MS System B; Rt=1.93 mins, m/z (ES−)=375 (M−H for C20H15F3O4).

Sources & evidence

ORD record
ord-8bbaf7b9202542e1bb82e26cb41b9b5b
Source dataset
uspto-grants-2010_12
Patent number
US07858644B2

Reaction notes

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