4-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid → HCID 68815689, compound

HRID 735667Notes

Reaction equation

HRID 735667 reaction equation
C(C1C=C(NC(=O)CCCC2C=CC([B:25]([OH:27])[OH:26])=CC=2)C=CC=1S(CC)(=O)=O)#N.[C:29]([C:31]1[CH:32]=[C:33]([NH:37][C:38](=[O:52])[O:39][CH2:40][CH2:41][C:42]2[CH:47]=[CH:46][C:45](Br)=[CH:44][C:43]=2[O:49][CH2:50][CH3:51])[CH:34]=[CH:35][CH:36]=1)#[N:30]>>[C:29]([C:31]1[CH:32]=[C:33]([NH:37][C:38]([O:39][CH2:40][CH2:41][C:42]2[CH:47]=[CH:46][C:45]([B:25]([OH:27])[OH:26])=[CH:44][C:43]=2[O:49][CH2:50][CH3:51])=[O:52])[CH:34]=[CH:35][CH:36]=1)#[N:30]

Participants

3

Reactant 2

HCID 578426844-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acidHCID 68817764HCID 68817764, compound

Product 1

HCID 68815689HCID 68815689, compoundYield 54%

Procedure

Using a procedure analogous to that used to prepare 6D, 62F (811 mg, 2.1 mmol) was reacted with 5,5′,5′-tetramethyl-[2,2′]bi[[1,3,2]dioxaborinanyl] to give 62G (400 mg, 54%) as a white solid. MS (ESI) m/z 355.2 (M+H)+.

Sources & evidence

ORD record
ord-7b75645366c948e6a916f56cb4834851
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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