2-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → TM5441

HRID 1964042Notes

Reaction equation

HRID 1964042 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:13]=[CH:12][O:11][CH:10]=2)O1.Br[C:16]1[CH:17]=[C:18]([NH:22][C:23](=[O:40])[CH2:24][O:25][CH2:26][C:27]([NH:29][C:30]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][C:31]=2[C:32]([OH:34])=[O:33])=[O:28])[CH:19]=[CH:20][CH:21]=1>>[Cl:39][C:36]1[CH:37]=[CH:38][C:30]([NH:29][C:27](=[O:28])[CH2:26][O:25][CH2:24][C:23]([NH:22][C:18]2[CH:19]=[CH:20][CH:21]=[C:16]([C:9]3[CH:13]=[CH:12][O:11][CH:10]=3)[CH:17]=2)=[O:40])=[C:31]([CH:35]=1)[C:32]([OH:34])=[O:33]

Participants

3

Reactant 2

HCID 27739962-(Furan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 866533492-[((2-[(3-Bromophenyl)amino]-2-oxoethoxy)acetyl)amino]-5-chlorobenzoic acid

Product 1

HCID 44250349TM5441

Procedure

Using the same method as in Example 5-(i), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan was reacted with the 2-[((2-[(3-bromophenyl)amino]-2-oxoethoxy)acetyl)amino]-5-chlorobenzoic acid.methyl ester obtained in Example 19-(i) to give 5-chloro-2-([(2-([3-(furan-3-yl)phenyl]amino)-2-oxoethoxy)acetyl]amino)benzoic acid.methyl ester (yield: 75%).

Sources & evidence

ORD record
ord-598b250af8234944b5b203fc77ce3895
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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