6-(methanesulfonyloxymethyl)-N-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)pyridin-2-amine → Diisopropylethylamine

HRID 1725472Notes

Reaction equation

HRID 1725472 reaction equation
CS(O[CH2:6][C:7]1[N:12]=[C:11](NC2C=CN(COCC[Si](C)(C)C)N=2)[CH:10]=C[CH:8]=1)(=O)=O.Cl.Cl[C:29]1[C:30](F)=C(C=C[CH:42]=1)C(N1CCNCC1)=O>C(Cl)(Cl)Cl>[CH:29]([N:12]([CH2:11][CH3:10])[CH:7]([CH3:6])[CH3:8])([CH3:30])[CH3:42]

Participants

4

Reactant 2

HCID 575626516-(methanesulfonyloxymethyl)-N-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)pyridin-2-amineHCID 686779601-(3-Chloro-2-fluorobenzoyl)piperazine hydrochloride

Product 1

HCID 81531Diisopropylethylamine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 10 mg of 6-(methanesulfonyloxymethyl)-N-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)pyridin-2-amine, 40 mg of 1-(3-chloro-2-fluorobenzoyl)piperazine hydrochloride obtained in Reference Example 1, 27 μl of N,N-diisopropylethylamine and 1 ml of chloroform was stirred at 60° C. for 5 hours. The reaction solution was diluted with chloroform, and then washed with water and brine. The resulting organic layer was dried over magnesium sulfate and filtered, and the filtrate was concentrated. The resulting residue was purified by a silica gel column chromatography(eluent: chloroform to chloroform/methanol=20/1) to give the title compound.

Sources & evidence

ORD record
ord-bb4af212dc134fe4a3e759165077e10c
Source dataset
uspto-grants-2009_02
Patent number
US07491720B2

Reaction notes

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