4-Fluoro-2-(trifluoromethyl)benzoyl chloride → [4-(3-Methyl-pyrazol-1-yl)-2-trifluoromethyl-phenyl]-(11H-5-oxa-4,10-diaza-dibenzo[a,d]cyclohepten-10-yl)-methanone

HRID 2288686Notes

Reaction equation

HRID 2288686 reaction equation
N1C2OC3C=CC=CC=3NCC=2C=CC=1.FC(F)(F)C1C=C(F)C=CC=1C(Cl)=O.F[C:31]1[CH:36]=[CH:35][C:34]([C:37]([N:39]2[C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=3[O:43][C:42]3[N:50]=[CH:51][CH:52]=[CH:53][C:41]=3[CH2:40]2)=[O:38])=[C:33]([C:54]([F:57])([F:56])[F:55])[CH:32]=1.[Na].[CH3:59][C:60]1[CH:64]=[CH:63][NH:62][N:61]=1>>[CH3:59][C:60]1[CH:64]=[CH:63][N:62]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([N:39]3[C:45]4[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=4[O:43][C:42]4[N:50]=[CH:51][CH:52]=[CH:53][C:41]=4[CH2:40]3)=[O:38])=[C:33]([C:54]([F:57])([F:55])[F:56])[CH:32]=2)[N:61]=1

Participants

6

Reactant 5

HCID 6056804-Fluoro-2-(trifluoromethyl)benzoyl chlorideHCID 5360545SodiumHCID 158959295,6-Dihydropyrido[2,3-b][1,5]benzoxazepineHCID 21254870(4-fluoro-2-trifluoromethyl-phenyl)-(11H-5-oxa-4,10-diaza-dibenzo[a,d]cyclohepten-10-yl)-methanoneHCID 178428694HCID 178428694, compound

Product 1

HCID 9868370[4-(3-Methyl-pyrazol-1-yl)-2-trifluoromethyl-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-trifluoromethyl-4-fluorobenzoyl chloride of Example 4, Step A. Subsequent reaction of the intermediate (4-fluoro-2-trifluoromethyl-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-dc3c360f5fad4804b2b0755039938800
Source dataset
uspto-grants-2000_07
Patent number
US06090803

Reaction notes

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