1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → HCID 44250348, compound

HRID 1964044Notes

Reaction equation

HRID 1964044 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[N:11][N:12]([CH3:14])[CH:13]=2)O1.Br[C:17]1[CH:18]=[C:19]([NH:23][C:24](=[O:41])[CH2:25][O:26][CH2:27][C:28]([NH:30][C:31]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][C:32]=2[C:33]([OH:35])=[O:34])=[O:29])[CH:20]=[CH:21][CH:22]=1>>[Cl:40][C:37]1[CH:38]=[CH:39][C:31]([NH:30][C:28](=[O:29])[CH2:27][O:26][CH2:25][C:24]([NH:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([C:9]3[CH:10]=[N:11][N:12]([CH3:14])[CH:13]=3)[CH:18]=2)=[O:41])=[C:32]([CH:36]=1)[C:33]([OH:35])=[O:34]

Participants

3

Reactant 2

HCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 866533492-[((2-[(3-Bromophenyl)amino]-2-oxoethoxy)acetyl)amino]-5-chlorobenzoic acid

Product 1

HCID 44250348HCID 44250348, compound

Procedure

Using the same method as in Example 5-(i), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-methylpyrazole 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-(1-methyl-1H-pyrazol-4-yl)phenyl]amino)-2-oxoethoxy)acetyl]amino)benzoic acid.methyl ester (yield: 56%).

Sources & evidence

ORD record
ord-8df32728e0614f5d9822386afe50ba94
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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