4-(Trifluoromethoxy)phenylboronic acid → 5-Methyl-4-(4'-trifluoromethoxy-biphenyl-4-yloxymethyl)-furan-2-carboxylic acid

HRID 490378Notes

Reaction equation

HRID 490378 reaction equation
I[C:2]1[CH:18]=[CH:17][C:5]([O:6][CH2:7][C:8]2[CH:9]=[C:10]([C:14]([OH:16])=[O:15])[O:11][C:12]=2[CH3:13])=[CH:4][CH:3]=1.[F:19][C:20]([F:32])([F:31])[O:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1>>[CH3:13][C:12]1[O:11][C:10]([C:14]([OH:16])=[O:15])=[CH:9][C:8]=1[CH2:7][O:6][C:5]1[CH:17]=[CH:18][C:2]([C:25]2[CH:24]=[CH:23][C:22]([O:21][C:20]([F:19])([F:31])[F:32])=[CH:27][CH:26]=2)=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 184446544-(4-Iodo-phenoxymethyl)-5-methyl-furan-2-carboxylic acid

Product 1

HCID 184446075-Methyl-4-(4'-trifluoromethoxy-biphenyl-4-yloxymethyl)-furan-2-carboxylic acid

Procedure

Compound (114) was prepared from compound (26) and (4-trifluoromethoxy-phenyl)-boronic acid by adapting the procedure of Example 27B. LC/MS System C; Rt=11.01 mins, m/z (ES−)=391 (M−H for C20H15F3O5).

Sources & evidence

ORD record
ord-9ab6eea805e0447a910a63bfca4b552c
Source dataset
uspto-grants-2009_05
Patent number
US07528157B2

Reaction notes

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