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

HRID 852146Notes

Reaction equation

HRID 852146 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.C(O)C.[F:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][NH2:30]>ClC(Cl)C>[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:30][CH2:29][C:28]3[CH:31]=[CH:32][CH:33]=[C:26]([F:25])[CH:27]=3)=[N:7][O:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 668533-FluorobenzylamineHCID 58928264(R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole

Product 1

HCID 9931372(R)-1-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-3-(3-fluoro-benzylamino)-propan-2-ol

Reagents, catalysts & solvents 1

HCID 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, 3-fluorobenzylamine, and ethanol, essentially as described above in Example 57. Purity by LC/MS=96%, [M+H]+=411.

Sources & evidence

ORD record
ord-44a249cf01bf4437b2cf6c71161c580b
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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