Hydrogen Bromide → HCID 18434283, compound

HRID 1636735Notes

Reaction equation

HRID 1636735 reaction equation
F[C:2]1[CH:10]=[C:9](F)C=CC=1C([Cl:6])=O.FC1C=CC(F)=CC=1OC.[F:22][C:23]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=1[C:30]([C:32]1[CH:37]=[C:36]([F:38])[C:35]([O:39][CH3:40])=[CH:34][C:33]=1[F:41])=[O:31].Br.BrC/C=C/CBr.[CH2:49]([NH:52][CH3:53])[CH:50]=[CH2:51]>>[ClH:6].[CH2:49]([N:52]([CH3:53])[CH2:2]/[CH:10]=[CH:9]/[CH2:40][O:39][C:35]1[C:36]([F:38])=[CH:37][C:32]([C:30]([C:24]2[CH:25]=[CH:26][C:27]([F:29])=[CH:28][C:23]=2[F:22])=[O:31])=[C:33]([F:41])[CH:34]=1)[CH:50]=[CH2:51]

Participants

7

Reactant 6

HCID 260Hydrogen BromideHCID 69391N-MethylallylamineHCID 5880812,4-Difluorobenzoyl chlorideHCID 641245trans-1,4-Dibromo-2-buteneHCID 27249892,5-DifluoroanisoleHCID 18434165HCID 18434165, compound

Product 1

HCID 18434283HCID 18434283, compound

Procedure

from 2,4-difluorobenzoyl chloride and 2,5-difluoroanisole via (2,4-difluoro-phenyl)-(2,5-difluoro-4-methoxy-phenyl)-methanone, which is deprotected with hydrogen bromide and reacted with (E)-1,4-dibromo-2-butene and N-allyl-methyl-amine, there is obtained (E)-[4-[4-(allyl-methyl-amino)-but-2-enyloxy]-2,5-difluoro-phenyl]-(2,4-difluoro-phenyl)-methanone.hydrochloride (1:1), m.p. 141° C.,

Sources & evidence

ORD record
ord-15668914c62e4c439eca7c25ffbdf37c
Source dataset
uspto-grants-2000_03
Patent number
US06034275

Reaction notes

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