Ro 48-8071 → HCID 10928636, compound

HRID 342230Notes

Reaction equation

HRID 342230 reaction equation
[CH2:1]([N:4]([CH3:28])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([C:20]2[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][CH:21]=2)=[O:19])=[C:14](F)[CH:13]=1)[CH:2]=[CH2:3].[CH3:29][O-:30].[Na+]>C1COCC1.CO>[CH2:1]([N:4]([CH3:28])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([C:20]2[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][CH:21]=2)=[O:19])=[C:14]([O:30][CH3:29])[CH:13]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 2

HCID 1949Ro 48-8071HCID 10942334Sodium Methoxide

Product 1

HCID 10928636HCID 10928636, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

8.97 g of [4-[6-(allyl-methyl-amino)-hexyloxy]-2-fluoro-phenyl]-(4-bromo-phenyl)-methanone in 450 ml of THF are stirred with 37 ml of 5.4M sodium methanolate in methanol at room temperature for 14 hrs. and under reflux for 1 hr. The solution is evaporated and the residue is taken up in methylene chloride/10% sodium chloride solution. The organic phase is dried, dissolved in ether and stirred overnight with 2.08 g of fumaric acid. There are obtained 8.17 g of [4-[6-(allyl-methyl-amino)-hexyloxy]-2-methoxy-phenyl]-(4-bromo-phenyl)-methanone.fumarate (m.p. 108°-113° C.).

Workup

  1. temperatureand under reflux for 1 hr
  2. customThe solution is evaporated
  3. customThe organic phase is dried
  4. dissolutiondissolved in ether

Sources & evidence

ORD record
ord-a9fa7a67b47949aea6a27007c5078103
Source dataset
uspto-grants-1999_01
Patent number
US05856503

Reaction notes

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