Benzo(B)Thiophene-2-Boronic Acid → HCID 18385746, compound

HRID 2298277Notes

Reaction equation

HRID 2298277 reaction equation
Br[C:2]1[C:3](=[O:19])[C:4]([CH3:18])([CH3:17])[O:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][CH:8]=1.[S:20]1[C:24](B(O)O)=[CH:23][C:22]2[CH:28]=[CH:29][CH:30]=[CH:31][C:21]1=2>>[S:20]1[C:24]([C:2]2[C:3](=[O:19])[C:4]([CH3:18])([CH3:17])[O:5][C:6]=2[C:7]2[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][CH:8]=2)=[CH:23][C:22]2[CH:28]=[CH:29][CH:30]=[CH:31][C:21]1=2

Participants

3

Reactant 2

HCID 2359Benzo(B)Thiophene-2-Boronic AcidHCID 183857274-Bromo-2,2-dimethyl-5-[4-(methylsulfonyl)phenyl]-3(2h)-furanone

Product 1

HCID 18385746HCID 18385746, compoundYield 26%

Procedure

200 mg of 4-bromo-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone was coupled with 125 mg of (2-benzo[b]thienyl)boronic acid according to a procedure similar to the procedure in Example 2 to afford 60 mg of 4-(2-benzo[b]thienyl)-2,2-dimethyl-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone as a solid. mp: 204-206° C. NMR: δ1.61 (s, 6H), 3.11 (s, 3H), 7.32˜7.43 (m, 4H), 7.51˜7.53 (m, 1H), 7.74˜7.84 (m, 2H), 8.01 (s, 2H). IR (cm−1): 1702, 1620, 1382, 1147, 957, 750.

Sources & evidence

ORD record
ord-409299e11ccd4023a7deffb0ccd30d73
Source dataset
uspto-grants-2002_12
Patent number
US06492416B1

Reaction notes

Loading…