Nitroethane → HCID 69062677, compound

HRID 1785450Notes

Reaction equation

HRID 1785450 reaction equation
[O:1]=[C:2]1[N:7]2[CH2:8][CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:11]=[C:6]2[N:5]([C:18]2[CH:23]=[CH:22][N:21]=[C:20]([NH:24][CH:25]([CH3:35])[CH2:26][C:27]3[CH:34]=[CH:33][C:30]([CH:31]=O)=[CH:29][CH:28]=3)[N:19]=2)[CH2:4][CH2:3]1.C([O-])(=O)C.[NH4+].[N+:41]([CH2:44][CH3:45])([O-:43])=[O:42]>>[CH3:35][CH:25]([NH:24][C:20]1[N:19]=[C:18]([N:5]2[CH2:4][CH2:3][C:2](=[O:1])[N:7]3[CH2:8][CH:9]=[C:10]([C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)[N:11]=[C:6]23)[CH:23]=[CH:22][N:21]=1)[CH2:26][C:27]1[CH:34]=[CH:33][C:30]([CH:31]=[C:44]([N+:41]([O-:43])=[O:42])[CH3:45])=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 6587NitroethaneHCID 517165Ammonium AcetateHCID 86600377HCID 86600377, compound

Product 1

HCID 69062677HCID 69062677, compound

Procedure

The mixture of 4-{2-[4-(4-oxo-8-phenyl-3,4-dihydro-2H,6H-pyrimido[1,2-a]pyrimidin-1-yl) -pyrimidin-2-ylamino]-propyl}-benzaldehyde (35 mg, 0.08 mmol), ammonium acetate (10 mg, 0.16 mmol) in nitroethane (5 mL) was heated to reflux for 4 h. The mixture was brought to room temperature and concentrated. The residue was dissolved in ethylacetate (20 mL), washed with water, saturated sodium bicarbonate, brine, dried over magnesium sulfate and concentrated. M+1=524.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 4 h
  3. customwas brought to room temperature
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in ethylacetate (20 mL)
  6. washwashed with water, saturated sodium bicarbonate, brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-fe623d6467d644408b59e4f27cf4bf16
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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