2,4-Dichlorobenzaldehyde → HCID 59774812, compound

HRID 2387274Notes

Reaction equation

HRID 2387274 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]2[CH:16]=[CH:15][NH:14][C:11]2=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:19]=1[CH:20]=[O:21].[OH-].[K+]>CO>[Cl:17][C:18]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:19]=1[CH:20]([C:16]1[C:10]2[C:11](=[N:12][CH:13]=[C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:9]=2)[NH:14][CH:15]=1)[OH:21]

Participants

5

Reactant 3

HCID 134042,4-DichlorobenzaldehydeHCID 14797Potassium HydroxideHCID 59774845HCID 59774845, compound

Product 1

HCID 59774812HCID 59774812, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To [5-phenoxy-1H-pyrrolo[2,3-b]pyridine (P-0035, 80 mg, 0.38 mol) in methanol (2.0 mL), 2,4-dichloro-benzaldehyde (32, 133 mg, 0.76 mmol) and potassium hydroxide (74 mg, 1.3 mmol) were added. The reaction was stirred at room temperature for 2 hours. The reaction mixture resulted in a precipitate, which was collected with vacuum filtration to provide the compound (33, 104 mg, 71%). MS (ESI) [M+H+]+=385.1 and 387.1.

Workup

  1. customThe reaction mixture resulted in a precipitate, which
  2. filtrationwas collected with vacuum filtration
  3. customto provide the compound (33, 104 mg, 71%)

Sources & evidence

ORD record
ord-cd60ce9e18e2455f9e592f39dfd5f657
Source dataset
uspto-grants-2012_09
Patent number
US08268858B2

Reaction notes

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