1,2-Dichloroethane → HCID 178435051, compound

HRID 1951436Notes

Reaction equation

HRID 1951436 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-0d6ef67a9e2a47f6a5449eab5a32c2c7
Source dataset
uspto-grants-2013_03
Patent number
US08404718B2

Reaction notes

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