(3-Fluoro-5-methoxyphenyl)boronic acid → HCID 59770563, compound

HRID 2218678Notes

Reaction equation

HRID 2218678 reaction equation
[F:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.Br[CH:14]=[C:15]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH2:19][CH2:18][C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]1=2>>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1)[CH:14]=[C:15]1[C:16]2[CH:29]=[CH:28][CH:27]=[CH:26][C:17]=2[CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]1=2

Participants

3

Reactant 2

HCID 2763243(3-Fluoro-5-methoxyphenyl)boronic acidHCID 52579405-bromomethylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene

Product 1

HCID 59770563HCID 59770563, compoundYield 52%

Procedure

Following procedures essentially as described in Example 219, below, and using 3-fluoro-5-methoxyphenylboronic acid (300 mg, 1.76 mmol) and 5-bromomethylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (450 mg, 1.6 mmol)provides 275 mg of title compound in 52% yield as a pale yellow oil. HPLC shows 97% purity.

Sources & evidence

ORD record
ord-f0efb8497c67490aa737347b8ed08ec8
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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