Hexane → HCID 10107502, compound

HRID 1657309Notes

Reaction equation

HRID 1657309 reaction equation
[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][C:9]=1[CH2:17][CH2:18][NH:19][C:20](N1C=CN=C1)=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCCCC>C1(C)C(C)=CC=CC=1>[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]2[C:20](=[O:21])[NH:19][CH2:18][CH2:17][C:9]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8058HexaneHCID 9974791HCID 9974791, compound

Product 1

HCID 10107502HCID 10107502, compoundYield 62.3%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of N-[2-(3-benzylindol-2-yl)ethyl]-1-imidazolecarboxamide (2.4 g) in xylene (50 ml) was refluxed for 3 hours. 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 a crystalline product. The product was pulverized with n-hexane to give 5-benzyl-3,4-dihydropyrimido[1,6-a]indol-1(2H)-one (1.2 g).

Workup

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

Sources & evidence

ORD record
ord-5b12a0873e2246ceae10241fa49441cb
Source dataset
uspto-grants-1993_10
Patent number
US05256780

Reaction notes

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