3-Methylsulfonylaminophenylboronic acid → HCID 68936237, compound

HRID 2218707Notes

Reaction equation

HRID 2218707 reaction equation
Br[CH:2]=[C:3]1[C:9]2[CH:10]=[C:11]([F:14])[CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]1=2.[CH3:19][S:20]([NH:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1)(=[O:22])=[O:21]>>[F:14][C:11]1[CH:12]=[CH:13][C:8]2[CH2:7][CH2:6][C:5]3[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=3[C:3](=[CH:2][C:26]3[CH:25]=[C:24]([NH:23][S:20]([CH3:19])(=[O:22])=[O:21])[CH:29]=[CH:28][CH:27]=3)[C:9]=2[CH:10]=1

Participants

3

Reactant 2

HCID 27735353-Methylsulfonylaminophenylboronic acidHCID 68933993HCID 68933993, compound

Product 1

HCID 68936237HCID 68936237, compound

Procedure

Following the procedures essentially as described in Example 219, below, and using 5-bromomethylene-3-fluoro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (200 mg, 0.660 mmol) and 3-methanesulfonylaminophenylboronic acid (156 mg, 0.726 mmol), affords 212 mg (82%) of a mixture of geometric isomers of the title compound as a yellow solid. MS (ES) 411 (M+NH4), 392 (M−H); HPLC shows 98% purity.

Sources & evidence

ORD record
ord-6d766e25ea934284b431385ba95e2651
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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