Tyramine → HCID 68641990, compound

HRID 1498950Notes

Reaction equation

HRID 1498950 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[Cl:11][C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:13]=1[C:19]1[CH:20]=[C:21]([C:24](Cl)=[O:25])[NH:22][N:23]=1>N1C=CC=CC=1>[OH:10][C:7]1[CH:8]=[CH:9][C:4]([CH2:3][CH2:2][NH:1][C:24]([C:21]2[NH:22][N:23]=[C:19]([C:13]3[CH:14]=[CH:15][C:16]([Cl:18])=[CH:17][C:12]=3[Cl:11])[CH:20]=2)=[O:25])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 5610TyramineHCID 88557405HCID 88557405, compound

Product 1

HCID 68641990HCID 68641990, compoundYield 70.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In pyridine (6 ml), 4-(2-amino-ethyl)-phenol (72 mg) was dissolved, and 5-(2,4-dichlorophenyl)-2H-pyrazole-3-carboxylic acid chloride (137 mg) was added thereto under an ice cooling while stirring. Thereafter, the mixture was stirred at a room temperature for 17 hours and then concentrated under a reduced pressure, and the concentrate was purified by silica gel column chromatography (5% methanol-chloroform) to give the title compound (132 mg, 70%).

Workup

  1. stirringThereafter, the mixture was stirred at a room temperature for 17 hours
  2. concentrationconcentrated under a reduced pressure
  3. customthe concentrate was purified by silica gel column chromatography (5% methanol-chloroform)

Sources & evidence

ORD record
ord-1ecef845349d4ee8a78ec0c3c0ea925c
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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