1,1'-Carbonyldiimidazole → HCID 22632894, compound

HRID 2416793Notes

Reaction equation

HRID 2416793 reaction equation
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[Cl:13][C:14]1[CH:15]=[C:16]([CH:37]=[CH:38][C:39]=1[F:40])[NH:17][C:18]1[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:19]=1[C:20]([NH:22][O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:21]>>[Cl:13][C:14]1[CH:15]=[C:16]([N:17]2[C:18]3[C:19](=[CH:31][C:32]([F:36])=[C:33]([F:35])[CH:34]=3)[C:20](=[O:21])[N:22]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:1]2=[O:2])[CH:37]=[CH:38][C:39]=1[F:40]

Participants

3

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 22632967HCID 22632967, compound

Product 1

HCID 22632894HCID 22632894, compoundYield 19.6%

Procedure

Using General Method 3, the reaction of carbonyldiimidazole (4.9 g, 30 mmol) and crude 2-(3-chloro-4-fluoro-anilino)-N-benzyloxy-4,5-difluoro-benzamide (Example W, 6.1 g, 15 mmol) provided 1.27 g of the title compound as a solid, mp 184-186° C.

Sources & evidence

ORD record
ord-dc65c22ab2a94365b784faa0b972d567
Source dataset
uspto-grants-2004_11
Patent number
US06825199B2

Reaction notes

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