Hydrochloric Acid → HCID 58386071, compound

HRID 1963027Notes

Reaction equation

HRID 1963027 reaction equation
Cl[CH2:2][C:3]1[C:4]([C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([O:25][CH3:26])[CH:19]=2)=[O:16])=[N:5][N:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C=O)C.O>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([N:6]2[CH:7]=[C:3]3[CH2:2][N:17]([C:18]4[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([O:25][CH3:26])[CH:19]=4)[C:15](=[O:16])[C:4]3=[N:5]2)=[CH:9][CH:10]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 58386090HCID 58386090, compound

Product 1

HCID 58386071HCID 58386071, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-(chloromethyl)-1-(4-chlorophenyl)-N-(4-hydroxy-3-methoxyphenyl)-1H-pyrazole-3-carboxamide (29.9 mg, 0.076 mmol) and potassium carbonate (42 mg, 0.304 mmol) in DMF (0.5 mL) was stirred at room temperature overnight. The mixture was diluted with H2O (4.5 mL). The pH of the resulting mixture was adjusted to 8 by adding 1N aq. HCl. The solid was collected via filtration to give a product as pink color solid (15 mg, 56% yield). The product was used for next step without further purification. LCMS (ES): m/z 356.4 [M+H]+.

Workup

  1. filtrationThe solid was collected via filtration

Sources & evidence

ORD record
ord-be46db1107eb4d479ceba12fc564e656
Source dataset
uspto-grants-2013_04
Patent number
US08415386B2

Reaction notes

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