o-Fluorobenzaldehyde → HCID 136201128, compound

HRID 1967125Notes

Reaction equation

HRID 1967125 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH2:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=O.[O:19]([C:21]#[N:22])[K].Cl.N1C=CC=CC=1.[N+:30]([CH2:32][CH2:33][C:34]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[NH:36][CH:35]=1)#[C-:31]>CO>[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]1[N:9]([CH2:8][CH2:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[C:21](=[O:19])[NH:22][C:31]1=[N:30][CH2:32][CH2:33][C:34]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[NH:36][CH:35]=1

Participants

7

Reactant 5

HCID 67970o-FluorobenzaldehydeHCID 787361H-Imidazole-1-propanamineHCID 27694993-(2-isocyanoethyl)-1H-indoleHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compound

Product 1

HCID 136201128HCID 136201128, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

3-Imidazol-1-yl-propylamine (1 mmol) and 2-Fluorobenzaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours 2 ml of a solution of KOCN (KSCN) (2 mmol) and Pyridinehydrochloride (2 mmol) in MeOH is added was added. Finally 3-(2-Isocyano-ethyl)-1H-indole (1 mmol) is added. The reaction was stirred at room temperature for 48 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Workup

  1. additionwas added
  2. customAfter evaporation of the solvent the residue
  3. customwas purified with chromatographic methods

Sources & evidence

ORD record
ord-51b2ec7a14c5426b98075ad0358dc18b
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

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