4-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid → HCID 68816554, compound

HRID 735560Notes

Reaction equation

HRID 735560 reaction equation
C(C1C=C(NC(=O)CCCC2C=CC([B:25]([OH:27])[OH:26])=CC=2)C=CC=1S(CC)(=O)=O)#N.Br[C:30]1[CH:55]=[CH:54][C:33]([CH2:34][CH2:35][N:36]([CH3:53])[C:37]([NH:39][C:40]2[CH:45]=[CH:44][C:43]([S:46]([CH2:49][CH3:50])(=[O:48])=[O:47])=[C:42]([C:51]#[N:52])[CH:41]=2)=[O:38])=[CH:32][CH:31]=1>>[C:51]([C:42]1[CH:41]=[C:40]([NH:39][C:37](=[O:38])[N:36]([CH2:35][CH2:34][C:33]2[CH:54]=[CH:55][C:30]([B:25]([OH:27])[OH:26])=[CH:31][CH:32]=2)[CH3:53])[CH:45]=[CH:44][C:43]=1[S:46]([CH2:49][CH3:50])(=[O:48])=[O:47])#[N:52]

Participants

3

Reactant 2

HCID 578426844-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acidHCID 68816860HCID 68816860, compound

Product 1

HCID 68816554HCID 68816554, compoundYield 78%

Procedure

Using a procedure analogous to that used to prepare 6D, 25B (950 mg, 2.1 mmol) was reacted with 5,5′,5′-tetramethyl-[2,2′]bi[[1,3,2]dioxaborinanyl] to give 25C (679 mg, 78%) as an white solid. MS (ESI) m/z 415.93 (M+H)+.

Sources & evidence

ORD record
ord-0ba3409049604da499459836dfc7e4e5
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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