Methanol → HCID 178518164, compound

HRID 1967136Notes

Reaction equation

HRID 1967136 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[Br:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.O([C:22]#[N:23])[K].Cl.[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[CH3:31][OH:32]>>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:16]([C:15]4[CH:18]=[CH:19][C:12]([Br:11])=[CH:13][CH:14]=4)[C:22](=[N:25][C@@H:30]4[C:29]5[C:28](=[CH:9][CH:4]=[CH:5][CH:6]=5)[CH2:27][CH2:26]4)[NH:23][C:31]3=[O:32])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 5

HCID 887Methanol2×HCID 707414-BromobenzaldehydeHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compoundHCID 178507353HCID 178507353, compound

Product 1

HCID 178518164HCID 178518164, compound

Procedure

1H-Benzoimidazol-5-ylamine (1 mmol) and 4-Bromobenzaldehyde (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-(S)-1-Isocyano-indan (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-aecc5f569c0a4f3eaad3840122d644b6
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

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