Pyridine → HCID 24899704, compound

HRID 1819866Notes

Reaction equation

HRID 1819866 reaction equation
[CH2:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH2:4][CH2:3][CH:2]1[NH2:14].[F:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1.N1C=CC=CC=1>C(#N)C>[F:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([NH:14][C:2]2[CH:3]=[CH:4][C:5]3[O:6][C:7]4[CH2:13][CH2:12][CH2:11][CH2:10][C:8]=4[C:9]=3[CH:1]=2)=[O:21])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 678794-Fluorobenzoyl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899704HCID 24899704, compoundYield 65.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.50 g, 2.7 mmol), 4-fluorobenzoyl chloride (0.32 mL, 2.7 mmol), and pyridine (0.54 mL, 6.7 mmol) in acetonitrile (30 mL) provided 4-fluoro-N-(6,7,8,9-tetrahydrodibenzo[b,d]furan-2-yl)benzamide (0.55 g) after filtering the precipitate from the reaction mixture. MS (ESI) m/z 310 ([M+H]+).

Sources & evidence

ORD record
ord-8902f1eb3177464ca43a98798c188a04
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

Loading…