Hexane → HCID 14623122, compound

HRID 2351336Notes

Reaction equation

HRID 2351336 reaction equation
Cl.[CH3:2][C:3]1[N:8]=[C:7]([C:9]([NH2:11])=[NH:10])[CH:6]=[CH:5][CH:4]=1.[CH3:12][O-].[Na+].[CH3:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].C(O[C:24](=O)[CH3:25])C>CO.CN(C)C(C)=CC(C1C=CC=CC=1)=O>[CH3:2][C:3]1[N:8]=[C:7]([C:9]2[N:11]=[C:17]([C:18]3[CH:25]=[CH:24][CH:12]=[CH:20][CH:19]=3)[CH:16]=[CH:15][N:10]=2)[CH:6]=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 10942334Sodium MethoxideHCID 142532016-Methylpyridine-2-carboximidamide--hydrogen chloride (1/1)

Product 1

HCID 14623122HCID 14623122, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 53395939HCID 53395939, compoundSolvent

Procedure

To the mixture of 6-methyl-2-picoline amidine hydrochloride (1.5 g) and methanol (50 ml) were added 28% sodium methoxide solution in methanol (2.2 g) and 3-dimethylamino-1-phenyl-2-butene-1-one (1.7 g). After the mixture was heated under reflux for 2 hours, it was concentrated under reduced pressure. The residue obtained was subjected to silica gel column chromatography (eluent; n-hexane:ethylacetate=2:1 in volume) to obtain 2-(6-methyl-2-pyridinyl)-4-phenylpyrimidine (1.6 g).

Workup

  1. temperatureAfter the mixture was heated
  2. temperatureunder reflux for 2 hours
  3. concentrationit was concentrated under reduced pressure
  4. customThe residue obtained

Sources & evidence

ORD record
ord-eee5e4b5f08a4bdd9187e5b1378f4f5a
Source dataset
uspto-grants-1989_10
Patent number
US04873248

Reaction notes

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