1H-1,2,4-Triazole → (5H,11H-Pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-(4-[1,2,4]triazol-1-yl-2-trifluoromethylphenyl)-methanone

HRID 1635809Notes

Reaction equation

HRID 1635809 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH2:14][N:13]3[CH:21]=[CH:22][CH:23]=[C:12]3[CH2:11]2)=[O:9])=[C:4]([C:24]([F:27])([F:26])[F:25])[CH:3]=1.[H-].[Na+].[NH:30]1[CH:34]=[N:33][CH:32]=[N:31]1>CN(C)C=O>[CH:23]1[CH:22]=[CH:21][N:13]2[CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:30]4[CH:34]=[N:33][CH:32]=[N:31]4)=[CH:3][C:4]=3[C:24]([F:27])([F:26])[F:25])=[O:9])[CH2:11][C:12]=12

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 9799697HCID 9799697, compound

Product 1

HCID 9823596(5H,11H-Pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-(4-[1,2,4]triazol-1-yl-2-trifluoromethylphenyl)-methanoneYield 31.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the manner of Example 2, employing (4-fluoro-2-trifluoromethyl-phenyl)-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone (1.0 g), 60% sodium hydride in oil (0.20 g), 1,2,4-triazole (0.20 g), and dimethylformamide (25 ml), the title compound (0.36 g) was obtained as a colorless amorphous solid, MS, m/z: 424.2 (M+H)+, 847.3 (2M+H)+.

Sources & evidence

ORD record
ord-96282740e4934ab58fd0fe9e300ab8e2
Source dataset
uspto-grants-2003_01
Patent number
US06511974B1

Reaction notes

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