HCID 57562622, compound → Diisopropylethylamine

HRID 1172413Notes

Reaction equation

HRID 1172413 reaction equation
Cl[CH2:2][C:3]1[N:8]=[C:7](NC2SC=CN=2)[CH:6]=C[CH:4]=1.Cl[C:16]1[C:17](F)=C(C=C[CH:29]=1)C(N1CCNCC1)=O>CN(C)C=O>[CH:16]([N:8]([CH2:7][CH3:6])[CH:3]([CH3:2])[CH3:4])([CH3:17])[CH3:29]

Participants

4

Reactant 2

HCID 57562622HCID 57562622, compoundHCID 57562641HCID 57562641, compound

Product 1

HCID 81531Diisopropylethylamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2.70 g of 6-(chloromethyl)-N-thiazol-2-ylpyridin-2-amine, 4.00 g of 1-(3-chloro-2-fluorobenzoyl)piperazine obtained in Reference Example 1, 6.25 ml of N,N-diisopropylethylamine and 30 ml of dimethylformamide was stirred at 90° C. for 2 hours. The reaction solution was diluted with ethyl acetate 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=10/1). Then, the obtained compound was suspended in ethyl acetate, and filtered and collected to give the title compound as a colorless amorphous substance.

Sources & evidence

ORD record
ord-3001fd6f51b74346bcc053b00958f18a
Source dataset
uspto-grants-2010_11
Patent number
US07834018B2

Reaction notes

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