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

HRID 1172415Notes

Reaction equation

HRID 1172415 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-2cec57032c634c608d5df6a315a2e8f6
Source dataset
uspto-grants-2010_11
Patent number
US07834018B2

Reaction notes

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