4'-(Trifluoromethyl)-[1,1'-biphenyl]-2-carbonyl chloride → {4-[1-(4'-Trifluoromethyl-biphenyl-2-carbonyl)-1H-pyrazol-3-yl]-phenyl}-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone

HRID 2307341Notes

Reaction equation

HRID 2307341 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][C:9]([C:12]([N:14]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[CH2:18][N:17]4[CH:25]=[CH:26][CH:27]=[C:16]4[CH2:15]3)=[O:13])=[CH:8][CH:7]=2)=[N:2]1.[F:28][C:29]([F:46])([F:45])[C:30]1[CH:35]=[CH:34][C:33]([C:36]2[C:37]([C:42](Cl)=[O:43])=[CH:38][CH:39]=[CH:40][CH:41]=2)=[CH:32][CH:31]=1>N1C=CC=CC=1>[F:28][C:29]([F:45])([F:46])[C:30]1[CH:31]=[CH:32][C:33]([C:36]2[C:37]([C:42]([N:1]3[CH:5]=[CH:4][C:3]([C:6]4[CH:11]=[CH:10][C:9]([C:12]([N:14]5[C:20]6[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=6[CH2:18][N:17]6[CH:25]=[CH:26][CH:27]=[C:16]6[CH2:15]5)=[O:13])=[CH:8][CH:7]=4)=[N:2]3)=[O:43])=[CH:38][CH:39]=[CH:40][CH:41]=2)=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 110660004'-(Trifluoromethyl)-[1,1'-biphenyl]-2-carbonyl chlorideHCID 178519422HCID 178519422, compound

Product 1

HCID 9851688{4-[1-(4'-Trifluoromethyl-biphenyl-2-carbonyl)-1H-pyrazol-3-yl]-phenyl}-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanoneYield 48.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In the manner of Example 32, employing [4-(1H-pyrazol-3-yl)-phenyl]-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone (0.71 g) in dry pyridine (20 ml) and 4′-trifluoromethyl-2-biphenylcarbonyl chloride (0.71 g), the title compound (0.59 g) was obtained as an amorphous solid, MS, m/z: 602 (M)+.

Sources & evidence

ORD record
ord-9202c753dc564441835f95a2e4bcdd38
Source dataset
uspto-grants-2004_12
Patent number
US06831079B1

Reaction notes

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