HCID 15069669, compound → HCID 15069670, compound

HRID 2379667Notes

Reaction equation

HRID 2379667 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[N:16]=[C:14]([CH:15]=1)[CH2:13][N:12](C(=O)C)[CH2:11][CH2:10][N:9](C(=O)C)[CH2:8][CH2:7][N:6](C(=O)C)[CH2:5]2.CC([O-])(C)C.[K+]>O1CCOCC1>[Cl:1][C:2]1[CH:15]=[C:14]2[N:16]=[C:4]([CH:3]=1)[CH2:5][NH:6][CH2:7][CH2:8][NH:9][CH2:10][CH2:11][NH:12][CH2:13]2

Participants

4

Reactant 2

HCID 15069669HCID 15069669, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 15069670HCID 15069670, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5.1 g (13-9mmol) of the title compound of Example 5 (h) is dissolved under nitrogen in 50 ml of dioxane. To this mixture is added 6.24 g (55.6 mmol) of potassium tert-butylate, and the mixture is refluxed overnight, evaporated to dryness, taken up in 50 ml of water, and extracted 4 times with 100 ml of hot toluene. The combined toluene phases are dried over magnesium sulfate and evaporated under vacuum. The residue is purified by chromatography (silica gel/methanol/water/ammonia (aq. 33%) =10/1/1).

Workup

  1. temperaturethe mixture is refluxed overnight
  2. customevaporated to dryness
  3. extractionextracted 4 times with 100 ml of hot toluene
  4. dry with materialThe combined toluene phases are dried over magnesium sulfate
  5. customevaporated under vacuum
  6. customThe residue is purified by chromatography (silica gel/methanol/water/ammonia (aq. 33%) =10/1/1)

Sources & evidence

ORD record
ord-b8df06b4b050462789586e7ca05b0467
Source dataset
uspto-grants-1994_11
Patent number
US05364614

Reaction notes

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