Water → HCID 11009477, compound

HRID 1726112Notes

Reaction equation

HRID 1726112 reaction equation
[H-].[K+].[CH2:3]([CH:7]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH:11]2[CH:18]=[C:8]1[CH2:9][N:10]2S(C1C(C)=CC=CC=1)(=O)=O)[CH2:4][CH2:5][CH3:6].O>NCCCN>[CH2:3]([CH:7]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:11]2=[CH:18][C:8]1=[CH:9][NH:10]2)[CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 82127Potassium hydrideHCID 18177020HCID 18177020, compound

Product 1

HCID 11009477HCID 11009477, compound

Reagents, catalysts & solvents 1

HCID 4281,3-PropanediamineSolvent2×

Procedure

1,3-Diaminopropane (30 mL) is added to potassium hydride (10 mmol) under argon at room temperature. The mixture is stirred 3 hours. The resulting mixture is added dropwise at −15° C. over a period of an hour to a solution of the product of Example 8 (1 mmol) in 1,3-diaminopropane (15 mL). The resulting mixture is stirred at −15° C. for three hours and then is poured carefully into cold water. The aqueous phase is extracted with EtOAc, and the organic extracts are dried (Na2SO4), filtered and concentrated, affording a crude mixture of the above-titled compound. The crude mixture is purified using conventional chromatographic methods.

Workup

  1. stirringThe resulting mixture is stirred at −15° C. for three hours
  2. extractionThe aqueous phase is extracted with EtOAc
  3. dry with materialthe organic extracts are dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customaffording a crude
  7. customThe crude mixture is purified

Sources & evidence

ORD record
ord-71d1e26711654d9da9e6fa694a7d81db
Source dataset
uspto-grants-2009_02
Patent number
US07491745B2

Reaction notes

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