Ethanol → (R)-1-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-3-phenethylamino-propan-2-ol

HRID 852149Notes

Reaction equation

HRID 852149 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]2[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH2:16][C@H:17]4[CH2:19][O:18]4)[CH:10]=3)=[N:7][O:8][C:4]=2[CH:3]=1.[CH2:22](O)[CH3:23]>ClC(Cl)C.C(N)CC1C=CC=CC=1>[F:1][C:2]1[CH:21]=[CH:20][C:5]2[C:6]([C:9]3[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=3)[O:15][CH2:16][C@H:17]([OH:18])[CH2:19][NH:7][CH2:6][CH2:5][C:23]3[CH:22]=[CH:4][CH:3]=[CH:2][CH:21]=3)=[N:7][O:8][C:4]=2[CH:3]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 58928264(R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole

Product 1

HCID 9909288(R)-1-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-3-phenethylamino-propan-2-ol

Reagents, catalysts & solvents 2

HCID 1001PhenethylamineSolventHCID 63651,1-DichloroethaneSolvent

Procedure

The title compound is prepared from a mixture of (R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole in dichloroethane, phenethylamine, and ethanol, essentially as described above in Example 57. Purity by LC/MS=˜88%, [M+H]+=407.

Sources & evidence

ORD record
ord-f4abccbb043e40d191e946915f326adc
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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