4-Bromo-2,6-dimethylphenethyl 3-cyano-4-(ethylsulfonyl)phenylcarbamate → HCID 57842551, compound

HRID 735590Notes

Reaction equation

HRID 735590 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:42][C:43](=[O:56])[O:44][CH2:45][CH2:46][C:47]2[C:52]([CH3:53])=[CH:51][C:50](Br)=[CH:49][C:48]=2[CH3:55])[CH:34]=[CH:35][C:36]=1[S:37]([CH2:40][CH3:41])(=[O:39])=[O:38])#[N:30]>>[C:29]([C:31]1[CH:32]=[C:33]([NH:42][C:43]([O:44][CH2:45][CH2:46][C:47]2[C:52]([CH3:53])=[CH:51][C:50]([B:25]([OH:27])[OH:26])=[CH:49][C:48]=2[CH3:55])=[O:56])[CH:34]=[CH:35][C:36]=1[S:37]([CH2:40][CH3:41])(=[O:39])=[O:38])#[N:30]

Participants

3

Reactant 2

HCID 578425454-Bromo-2,6-dimethylphenethyl 3-cyano-4-(ethylsulfonyl)phenylcarbamateHCID 578426844-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid

Product 1

HCID 57842551HCID 57842551, compoundYield 54%

Procedure

Using a procedure analogous to that used to prepare 6D, 32C (480 mg, 1.0 mmol) was reacted with 5,5′,5′-tetramethyl-[2,2′]bi[[1,3,2]dioxaborinanyl] to give 32D (240 mg, 54%) as a tan solid. MS (ESI) m/z 453.12 (M+Na)+.

Sources & evidence

ORD record
ord-605ff3cf5c9641aebb1d69e8360345ce
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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