HCID 57842652, compound → HCID 57842747, compound

HRID 735601Notes

Reaction equation

HRID 735601 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:50]=[CH:49][C:33]([CH2:34][CH2:35][N:36]([CH3:48])[C:37]([NH:39][C:40]2[CH:45]=[CH:44][CH:43]=[C:42]([C:46]#[N:47])[CH:41]=2)=[O:38])=[C:32]([CH2:51][CH3:52])[CH:31]=1>>[C:46]([C:42]1[CH:41]=[C:40]([NH:39][C:37](=[O:38])[N:36]([CH2:35][CH2:34][C:33]2[CH:49]=[CH:50][C:30]([B:25]([OH:27])[OH:26])=[CH:31][C:32]=2[CH2:51][CH3:52])[CH3:48])[CH:45]=[CH:44][CH:43]=1)#[N:47]

Participants

3

Reactant 2

HCID 57842652HCID 57842652, compoundHCID 578426844-(4-(3-Cyano-4-(ethylsulfonyl)phenylamino)-4-oxobutyl)phenylboronic acid

Product 1

HCID 57842747HCID 57842747, compoundYield 40%

Procedure

Using a procedure analogous to that used to prepare 6D, 36D (500 mg, 1.3 mmol) was reacted with 5,5′,5′-tetramethyl-[2,2′]bi[[1,3,2]dioxaborinanyl] to give 36E (183 mg, 40%) as a tan foam. MS (ESI) m/z 352.6 (M+H)+.

Sources & evidence

ORD record
ord-103420fc3d8144fd955a9f24186ab339
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

Loading…