Benzyl Alcohol → HCID 19437769, compound

HRID 1734528Notes

Reaction equation

HRID 1734528 reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)([O-])C.[K+].Cl[C:16]1[N:17]=[N:18][CH:19]=[C:20]2[CH:24]=[C:23]([CH3:25])[N:22]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[C:21]=12>CN1CCCC1=O>[CH2:1]([O:8][C:16]1[N:17]=[N:18][CH:19]=[C:20]2[CH:24]=[C:23]([CH3:25])[N:22]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[C:21]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 19437744HCID 19437744, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 19437769HCID 19437769, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

5.63 g (52 mmol) of benzyl alcohol, 90 ml of N-methylpyrrolidone, 9.75 g (87mmol) of potassium tert-butoxide, 0.46 g (1.74 mmol) of [18]crown-6 and 5.0 g (17 mmol) of 7-chloro-1-(4-methoxybenzyl)-2-methylpyrrolo[2,3-d]pyridazine are reacted at room temperature for 2 h. Purification: crystallization from ethyl acetate, concentration of the mother liquor and chromatography on silica gel (eluent: toluene/dioxane =9:1). Yield: 80%, m.p.: 152°-156° C.

Workup

  1. customPurification
  2. customcrystallization from ethyl acetate, concentration of the mother liquor and chromatography on silica gel (eluent: toluene/dioxane =9:1)

Sources & evidence

ORD record
ord-0e94ae0658d74bdeb7064904f7885ed0
Source dataset
uspto-grants-1996_07
Patent number
US05534515

Reaction notes

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