Pyridine → HCID 5305518, compound

HRID 1819867Notes

Reaction equation

HRID 1819867 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]([F:27])([F:26])[C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1.N1C=CC=CC=1>C(#N)C>[CH:1]1[C:9]2[C:8]3[CH2:10][CH2:11][CH2:12][CH2:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[NH:14][C:21](=[O:22])[C:20]1[CH:24]=[CH:25][C:17]([C:16]([F:15])([F:26])[F:27])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 5305518HCID 5305518, compoundYield 57.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (1.0 g, 5.3 mmol), 4-(trifluoromethyl)benzoyl chloride (0.79 mL, 5.3 mmol), and pyridine (1.1 mL, 13 mmol) in acetonitrile (50 mL) provided N-(6,7,8,9-tetrahydrodibenzo[b,d]furan-2-yl)-4-(trifluoromethyl)benzamide (1.1 g). MS (ESI) m/z 358 ([M−H]); m/z 360 ([M+H]+).

Sources & evidence

ORD record
ord-ee5f3e7d53db4218bfb73a8f03f79e84
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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