1-Methylimidazole → HCID 86680637, compound

HRID 409624Notes

Reaction equation

HRID 409624 reaction equation
[C:1]1([CH:7](Br)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[NH:21][CH2:22][CH2:23]O.CN1C=CN=C1.[O:31]1CCCC1>>[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]([CH:22]([OH:31])[CH3:23])[CH:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 13901-MethylimidazoleHCID 8028TetrahydrofuranHCID 236603BromodiphenylmethaneHCID 4208442-(pyridin-2-ylamino)ethanol

Product 1

HCID 86680637HCID 86680637, compoundYield 62%

Procedure

Diphenylmethyl bromide (0.1 mol; 24.75 g) was dissolved in 25 ml of tetrahydrofuran and placed in a flask together with N-pyridylethanolamine (0.05 mole-6.9 g) and 0.5 ml of catalytic N-methylimidazol, and then left for 72 hours in a dryer at temperature of 65° C. The product of this reaction was purified on a column filled with silica gel 60 of a particle size 70-230 mesh. Methanol gradient in methylene chloride was used as an eluting phase. Then the fractions containing the product of the reaction (N-pyridyl-N-[diphenylmethyl]aminoethanol) were isolated and combined. The excess of solvent was evaporated. The compound was characterized by means of the 1HNMR and 13CNMR spectra, presented in FIG. 9. 19.03 g were obtained (a yield of 62%).

Workup

  1. customThe product of this reaction was purified on a column
  2. additionfilled with silica gel 60 of a particle size 70-230 mesh
  3. additionThen the fractions containing
  4. customthe product of the reaction (N-pyridyl-N-[diphenylmethyl]aminoethanol)
  5. customwere isolated
  6. customThe excess of solvent was evaporated
  7. custom19.03 g were obtained (a yield of 62%)

Sources & evidence

ORD record
ord-567c8ac76e724cb2a89b253a585c5d1f
Source dataset
uspto-grants-2014_06
Patent number
US08759509B2

Reaction notes

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