4-Fluorobenzoyl chloride → 4-fluoro-N-(8H-indeno[1,2-d]thiazol-2-yl)benzamide

HRID 2217327Notes

Reaction equation

HRID 2217327 reaction equation
I.[S:2]1[C:6]2[CH2:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:5]=2[N:4]=[C:3]1[NH2:14].[F:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>>[F:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([NH:14][C:3]2[S:2][C:6]3[CH2:7][C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=4[C:5]=3[N:4]=2)=[O:21])=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 49796119HCID 49796119, compound

Product 1

HCID 41403284-fluoro-N-(8H-indeno[1,2-d]thiazol-2-yl)benzamideYield 35.2%

Procedure

Acylation of 8H-Indeno[1,2-d]thiazol-2-ylamine hydroiodide 1a (Prepared in Example 1, Step 1, 100 mg; 0.32 mmol) with 4-fluorobenzoyl chloride (0.116 mL; 0.96 mmol) in a manner similar to that described in Example 1, Step 3 provided 35 mg of 4-Fluoro-N-(8H-indeno[1,2-d]thiazol-2-yl)-benzamide 3. EI-HRMS m/e calcd for C17H11FN2OS 310.0576, found 310.0577.

Sources & evidence

ORD record
ord-dee138f3275b4124b837349f427d017b
Source dataset
uspto-grants-2008_08
Patent number
US07407977B2

Reaction notes

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