4-(Methylthio)phenylboronic acid → HCID 70223145, compound

HRID 1531324Notes

Reaction equation

HRID 1531324 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([C:18]([NH2:33])([CH2:23][C:24]#[C:25][CH2:26][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[C:19]([O:21]C)=[O:20])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.CSC1C=CC(B(O)O)=CC=1>>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12]([S:15]([C:18]([NH2:33])([CH2:23][C:24]#[C:25][CH2:26][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[C:19]([OH:21])=[O:20])(=[O:16])=[O:17])=[CH:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 27339594-(Methylthio)phenylboronic acidHCID 70114311HCID 70114311, compound

Product 1

HCID 70223145HCID 70223145, compound

Procedure

Methyl 2-{[4′-Methylthio-(1,1′-biphenyl)-4-yl]-sulfonyl}-amino-6-morpholinohex-4-ynoate: The starting sulfonamide 34a (500 mg, 1.02 mmol) is coupled to 4-methylthiophenyl-boronic acid (257 mg, 1.53 mmol) as described for compound 32a to give the title compound as a light orange solid.

Sources & evidence

ORD record
ord-d565bb9936164f82bd0a91c215dc639a
Source dataset
uspto-grants-2001_03
Patent number
US06197770B1

Reaction notes

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