2-Bromo-4-fluorobenzoyl chloride → [2-Bromo-4-(3-methyl-pyrazol-1-yl)-phenyl]-(11H-5-oxa-4,10-diaza-dibenzo[a,d]cyclohepten-10-yl)-methanone

HRID 636377Notes

Reaction equation

HRID 636377 reaction equation
N1C2OC3C=CC=CC=3NCC=2C=CC=1.BrC1C=C(F)C=CC=1C(Cl)=O.[Br:27][C:28]1[CH:33]=[C:32](F)[CH:31]=[CH:30][C:29]=1[C:35]([N:37]1[C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=2[O:41][C:40]2[N:48]=[CH:49][CH:50]=[CH:51][C:39]=2[CH2:38]1)=[O:36].[Na].[CH3:53][C:54]1[CH:58]=[CH:57][NH:56][N:55]=1>>[Br:27][C:28]1[CH:33]=[C:32]([N:56]2[CH:57]=[CH:58][C:54]([CH3:53])=[N:55]2)[CH:31]=[CH:30][C:29]=1[C:35]([N:37]1[C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=2[O:41][C:40]2[N:48]=[CH:49][CH:50]=[CH:51][C:39]=2[CH2:38]1)=[O:36]

Participants

6

Reactant 5

HCID 27833462-Bromo-4-fluorobenzoyl chlorideHCID 5360545SodiumHCID 158959295,6-Dihydropyrido[2,3-b][1,5]benzoxazepineHCID 21254878(2-bromo-4-fluoro-phenyl)-(11H-5-oxa-4,10-diaza-dibenzo[a,d] cyclohepten-10-yl)-methanoneHCID 178428694HCID 178428694, compound

Product 1

HCID 9933994[2-Bromo-4-(3-methyl-pyrazol-1-yl)-phenyl]-(11H-5-oxa-4,10-diaza-dibenzo[a,d]cyclohepten-10-yl)-methanone

Procedure

The title compound may be prepared in a manner analogous to that of the 2-chloro analog of Example 16, by reacting 6H-pyrido[2,3-b][1,5]benzoxazepine of Example 16, Step A, with 2-bromo-4-fluorobenzoyl chloride of Example 3, Step A. Subsequent reaction of the intermediate (2-bromo-4-fluoro-phenyl)-(11H-5-oxa-4,10-diaza-dibenzo[a,d]cyclohepten-10-yl)-methanone with the sodium salt of 3-methylpyrazole in a manner analogous to that of Example 16, Step C will provide the title compound.

Sources & evidence

ORD record
ord-71e3eb0d99b144b29db925c9cca9e117
Source dataset
uspto-grants-2001_02
Patent number
US06194407B1

Reaction notes

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