Chloroform → HCID 178509715, compound

HRID 1455304Notes

Reaction equation

HRID 1455304 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:13]=[N:14][C:15]3[C:20]([CH:21]=2)=[N:19][CH:18]=[CH:17][CH:16]=3)([NH2:11])[CH2:9][NH2:10])=[CH:4][CH:3]=1.CO[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]#N)[CH:27]=1)=[NH:25].C(Cl)(Cl)Cl>CO>[C:24]([C:26]1[CH:27]=[C:28]([C:32]2[NH:10][CH2:9][C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)([C:12]3[CH:13]=[N:14][C:15]4[C:20]([CH:21]=3)=[N:19][CH:18]=[CH:17][CH:16]=4)[N:11]=2)[CH:29]=[CH:30][CH:31]=1)#[N:25]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 220548441-(4-Fluorophenyl)-1-(1,5-naphthyridin-3-yl)-1,2-ethanediamineHCID 552656943-Cyano-benzimidic acid methyl ester

Product 1

HCID 178509715HCID 178509715, compoundYield 33.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-(4-fluorophenyl)-1-(1,5-naphthyridin-3-yl)-1,2-ethanediamine (17 mg) in methanol (1 mL) was added 3-cyanobenzeneimidic acid methyl ester (23 mg), and the mixture was stirred at room temperature for 19 hrs. To the reaction mixture was added chloroform and insolubles were removed by filtration, followed by concentration of the filtrate in vacuo. The residue was purified by preparative thin-layer chromatography (100% ethyl acetate) to give the objective compound (8.0 mg).

Workup

  1. customwere removed by filtration
  2. customThe residue was purified by preparative thin-layer chromatography (100% ethyl acetate)

Sources & evidence

ORD record
ord-e8f64816e78c483b808fd7d4a5f7ff5d
Source dataset
uspto-grants-2009_01
Patent number
US07482358B2

Reaction notes

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