Water → HCID 68574900, compound

HRID 656462Notes

Reaction equation

HRID 656462 reaction equation
Cl.[NH2:2][CH2:3][C:4]1([CH2:12][C:13]([OH:15])=O)[CH2:9][CH2:8][CH2:7][CH:6]([CH2:10][NH2:11])[NH:5]1.C(N(C(C)C)C(C)C)C.CCCP(=O)=O.O>C(OCC)(=O)C>[NH2:11][CH2:10][CH:6]1[CH2:7][CH2:8][CH2:9][C:4]2([CH2:3][NH:2][C:13](=[O:15])[CH2:12]2)[NH:5]1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 16167369Propylphosphoric anhydrideHCID 68575364HCID 68575364, compound

Product 1

HCID 68574900HCID 68574900, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 5.590 mmol of (2,6-bis-aminomethylpiperidin-2-yl)acetic acid hydrochloride and 22.340 mmol of N-ethyldiisopropylamine in 20 ml of ethyl acetate is admixed dropwise at 0° C. with a solution of 11.170 mmol of propylphosphonic anhydride (T3P®) (50% w/w in ethyl acetate). The reaction mixture is subsequently stirred at room temperature for 20 h. It is admixed with water (20 ml) the organic phase is separated off and the aqueous phase is extracted with ethyl acetate (3×). The combined organic phases are dried over sodium sulphate and evaporated. From the residue the title compound is obtained by means of flash chromatography (SiO2 60 F) and identified on the basis of the Rf value.

Workup

  1. customis separated off
  2. extractionthe aqueous phase is extracted with ethyl acetate (3×)
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-6cc821caaf0543ffbb6bc16e593660f3
Source dataset
uspto-grants-2011_12
Patent number
US08071773B2

Reaction notes

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