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(5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanone → (5-Azido-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanone

HRID 2067286
Notes
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Reaction equation

HRID 2067286 reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:30])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][C:22](C(F)(F)F)=[CH:21][CH:20]=3)=[CH:14][C:13]=2[Cl:29])=[O:11])[CH:9]=1)=[N+:2]=[N-:3].NC1C=CC(C)=C(C(C2C=CC(NC3C=CC=C([Cl:53])C=3)=CC=2Cl)=O)C=1>>[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:30])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([Cl:53])[CH:20]=3)=[CH:14][C:13]=2[Cl:29])=[O:11])[CH:9]=1)=[N+:2]=[N-:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 68418319(5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanoneHCID 86605524(5-Azido-2-methyl-phenyl)-[2-chloro-4-(4-trifluoromethyl-phenylamino)-phenyl]-methanone

Product 1

HCID 86605539(5-Azido-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 416, using compound 461 (1.40 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 1:6 as the eluent to afford the title compound as yellow syrup.

Workup

  • customThe crude product was purified by flash chromatography
  • Sources & evidence

    ORD record
    ord-919aaa62799b43538fb79769cab8fc28
    Source dataset
    uspto-grants-2012_10
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08293772B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes