Water → HCID 22563260, compound

HRID 982841Notes

Reaction equation

HRID 982841 reaction equation
[N:1]([CH2:4][CH2:5][C:6]1[N:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:14][CH:13]=2)[O:9][C:10]=1[CH3:11])=[N+]=[N-].O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[CH2:19]([O:18][C:15]1[CH:16]=[CH:17][C:12]([C:8]2[O:9][C:10]([CH3:11])=[C:6]([CH2:5][CH2:4][NH2:1])[N:7]=2)=[CH:13][CH:14]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 22563255HCID 22563255, compound

Product 1

HCID 22563260HCID 22563260, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(2-azido-ethyl)-2-(4-benzyloxy-phenyl)-5-methyl-oxazole (660 mg) in THF (10 ml) were added water (0.3 ml) and triphenylphosphine (570 mg). The reaction mixture was stirred over night at RT. Then the solvent was removed and the residue was purified by chromatography (CH2Cl2/MeOH 4:1) yielding 2-[2-(4-benzyloxy-phenyl)-5-methyl-oxazol-4-yl]-ethylamine (380 mg) as a white solid.

Workup

  1. customThen the solvent was removed
  2. customthe residue was purified by chromatography (CH2Cl2/MeOH 4:1)

Sources & evidence

ORD record
ord-429311b6f1dc4d1b8abbb312cb2258e0
Source dataset
uspto-grants-2005_03
Patent number
US06861440B2

Reaction notes

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