4-Bromo-3,5-dimethyl-1,2-oxazole → 4-[2-(10,11-Dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenyl]-3,5-dimethyl-isoxazole

HRID 2218718Notes

Reaction equation

HRID 2218718 reaction equation
[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3B(O)O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.Br[C:27]1[C:28]([CH3:33])=[N:29][O:30][C:31]=1[CH3:32]>>[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:27]3[C:28]([CH3:33])=[N:29][O:30][C:31]=3[CH3:32])[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 3184214-Bromo-3,5-dimethyl-1,2-oxazoleHCID 597702652-(10,11-Dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenylboronic acid

Product 1

HCID 597700314-[2-(10,11-Dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenyl]-3,5-dimethyl-isoxazoleYield 2%

Procedure

Following procedures essentially as described in Example 225 and using 2-(10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenylboronic acid (100 mg, 307 mmol) and 4-bromo-3,5-dimethylisoxazole (81 mg, 0.460 mmol), provides the title compound in 2% yield. MS (ES) 378 (M+H); HPLC shows 94% purity.

Sources & evidence

ORD record
ord-a1260f9f7d7245f888524c3655739354
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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