Sodium sulfate decahydrate → HCID 69217132, compound

HRID 2221961Notes

Reaction equation

HRID 2221961 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:40])=[C:9]([CH2:11][O:12][C:13]2[CH:37]=[CH:36][C:16]([CH2:17][O:18][C:19]3[C:24]([C:25](OCC)=[O:26])=[CH:23][N:22]=[C:21]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[N:20]=3)=[CH:15][C:14]=2[O:38][CH3:39])[N:10]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.C(OCC)(=O)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:40])=[C:9]([CH2:11][O:12][C:13]2[CH:37]=[CH:36][C:16]([CH2:17][O:18][C:19]3[C:24]([CH2:25][OH:26])=[CH:23][N:22]=[C:21]([C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)[N:20]=3)=[CH:15][C:14]=2[O:38][CH3:39])[N:10]=1

Participants

6

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 69217713HCID 69217713, compound

Product 1

HCID 69217132HCID 69217132, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of ethyl 4-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-2-phenylpyrimidine-5-carboxylate (3.40 g) in tetrahydrofuran (100 mL) was added lithium aluminum hydride (0.24 g) at room temperature, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate (100 mL), and sodium sulfate decahydrate (2.0 g) was further added. After removing the precipitate by filtration, the filtrate was concentrated. The obtained crystals were recrystallized from ethyl acetate to give {4-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-2-phenylpyrimidin-5-yl}methanol as colorless prism crystals (2.20 g, yield 70%). melting point: 150-151° C.

Workup

  1. additionwas further added
  2. customAfter removing the precipitate
  3. filtrationby filtration
  4. concentrationthe filtrate was concentrated
  5. customThe obtained crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-87c6263a60f9443abba735e9641b1b89
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

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