Water → HCID 22563260, compound

HRID 2249590Notes

Reaction equation

HRID 2249590 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-4d52f93319e44f50b0104d89fb1c8b8e
Source dataset
uspto-grants-2008_01
Patent number
US07314884B2

Reaction notes

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