1,2-Dichloroethane → HCID 178435051, compound

HRID 2170559Notes

Reaction equation

HRID 2170559 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([OH:9])=O.[F:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[C:24]([NH2:25])=[CH:23][NH:22][N:21]=2)=[O:19])=[CH:13][CH:12]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CS(C)=O.O>[F:10][C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18]([C:20]2[C:24]([NH:25][C:7]([C:6]3[CH:5]=[CH:4][S:3][C:2]=3[CH3:1])=[O:9])=[CH:23][NH:22][N:21]=2)=[O:19])=[CH:15][CH:16]=1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 46254092-Methylthiophene-3-carboxylic acidHCID 178508056HCID 178508056, compound

Product 1

HCID 178435051HCID 178435051, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

2-Methyl-3-thiophenecarboxylic acid (36 mg, 0.25 mmol) was added to a solution of 4-amino-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide (Example 2B) (50 mg, 0.23 mmol), EDC (53 mg, 0.27 mmol), and HOBt (37 mg, 0.27 mmol) in DMSO (1 ml). The reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was added dropwise to water (30 ml) and the resultant solid was collected by filtration, washed with water and sucked dry. The title compound was obtained as a beige solid (15 mg, 19%). (LC/MS: Rt 4.08, [M+H]+ 344.67).

Workup

  1. filtrationthe resultant solid was collected by filtration
  2. washwashed with water
  3. customsucked dry

Sources & evidence

ORD record
ord-65b0cb7244e449929fff254e687a9d7f
Source dataset
uspto-grants-2015_06
Patent number
US09051278B2

Reaction notes

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