1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 10331366, compound

HRID 1646767Notes

Reaction equation

HRID 1646767 reaction equation
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[CH2:13][CH2:14][NH:15][C:16](N1C=CN=C1)=[O:17])([CH3:3])[CH3:2].N12CCCN=C1CCCCC2>C1(C)C=CC=CC=1>[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]2[C:16](=[O:17])[NH:15][CH2:14][CH2:13][C:5]=12)([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 9971806HCID 9971806, compound

Product 1

HCID 10331366HCID 10331366, compoundYield 33.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of N-[2-(3-isopropylindol-2-yl)ethyl]-1-imidazolecarboxamide (2.0 g), 1.8-diazabicyclo[5.4.0]-undec-7-ene (1 g) and toluene (100 ml) was reflux for 1 hour. After cooling, the mixture was washed with water and brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography (5% methanol-chloroform) to give 3,4-dihydro-5-isopropylpyrimido[1,6-a]indol-1(2H)-one (0.52 g).

Workup

  1. temperaturewas reflux for 1 hour
  2. temperatureAfter cooling
  3. washthe mixture was washed with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography (5% methanol-chloroform)

Sources & evidence

ORD record
ord-d96ebde082be45d298dec8326731090d
Source dataset
uspto-grants-1993_01
Patent number
US05180728

Reaction notes

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