1,2-Dichloroethane → HCID 178522447, compound

HRID 659773Notes

Reaction equation

HRID 659773 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[F:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([C:21]2[C:25]([NH2:26])=[CH:24][NH:23][N:22]=2)=[O:20])=[CH:14][CH:13]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CS(C)=O>[F:11][C:12]1[CH:13]=[CH:14][C:15]([NH:18][C:19]([C:21]2[C:25]([NH:26][C:4](=[O:6])[C:3]3[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=3[F:1])=[CH:24][NH:23][N:22]=2)=[O:20])=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 99352-Fluorobenzoic acidHCID 757711-HydroxybenzotriazoleHCID 178508056HCID 178508056, compound

Product 1

HCID 178522447HCID 178522447, compoundYield 19.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2-Fluorobenzoic acid (36 mg, 0.25 mmol) was added to a solution of 4-amino-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide (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 and purified by preparative LC/MS. Evaporation of product-containing fractions yielded the product as a white solid (15 mg, 19%). (LC/MS: Rt 3.91, [M+H]+ 342.66).

Workup

  1. custompurified by preparative LC/MS
  2. customEvaporation of product-containing fractions

Sources & evidence

ORD record
ord-8aae8cb63a5741249044d5fbb7e54e52
Source dataset
uspto-grants-2011_12
Patent number
US08080666B2

Reaction notes

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