Morpholine → HCID 23144762, compound

HRID 337463Notes

Reaction equation

HRID 337463 reaction equation
Br[C:2]1[N:7]=[C:6]([C:8]([C:10]2[S:14][C:13]([NH:15][C:16]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)=[O:17])=[N:12][C:11]=2[C:24]2[O:25][CH:26]=[CH:27][CH:28]=2)=[O:9])[CH:5]=[CH:4][CH:3]=1.[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>O1CCOCC1>[O:25]1[CH:26]=[CH:27][CH:28]=[C:24]1[C:11]1[N:12]=[C:13]([NH:15][C:16]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[O:17])[S:14][C:10]=1[C:8]([C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)[N:7]=1)=[O:9]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 23144486HCID 23144486, compound

Product 1

HCID 23144762HCID 23144762, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Compound 300 (133 mg, 0.300 mmol) was suspended in 1,4-dioxane (2 mL), and morpholine (0.525 mL, 6.00 mmol) was added thereto, followed by stirring under heating and reflux for 5 hours. The reaction mixture was purified through silica gel column chromatography (chloroform:methanol=9:1) to afford the entitled Compound 301 (31.0 mg, 23%) as a brown solid.

Workup

  1. temperatureunder heating
  2. temperaturereflux for 5 hours
  3. customThe reaction mixture was purified through silica gel column chromatography (chloroform:methanol=9:1)

Sources & evidence

ORD record
ord-3035231c160d48d3800abfd029541bf3
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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