1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 178519813, compound

HRID 2271523Notes

Reaction equation

HRID 2271523 reaction equation
C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1.[Br:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33][CH:34]=[C:35]([C:40]([CH:42]2[CH2:44][CH2:43]2)=[O:41])[C:36]([O:38]C)=O)=[CH:29][C:28]=1[F:45]>>[Br:26][C:27]1[CH:32]=[C:31]2[C:30](=[CH:29][C:28]=1[F:45])[N:33]=[CH:34][C:35]([C:40]([CH:42]1[CH2:44][CH2:43]1)=[O:41])=[C:36]2[OH:38]

Participants

3

Reactant 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 178500751HCID 178500751, compound

Product 1

HCID 178519813HCID 178519813, compoundYield 79.2%

Procedure

To Dowtherm at 250° C. was added methyl 3-(4-bromo-3-fluorophenylamino)-2-(cyclopropanecarbonyl)acrylate (7.5 g, 21.9 mmol) portionwise and the reaction mixture was stirred for 1.5 h. The reaction mixture was cooled to room temperature, diluted with hexanes and the resulting precipitate was filtered to afford the desired product (5.38 g, 79%) as a brown solid: ESI MS m/z 311 [C13H9BrFNO2+H]+.

Workup

  1. filtrationthe resulting precipitate was filtered

Sources & evidence

ORD record
ord-bed88c9d698b4ce4b419c9ddb8b671bb
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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