Ethanol → (R)-1-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-3-(4-methyl-benzylamino)-propan-2-ol

HRID 852148Notes

Reaction equation

HRID 852148 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.CC1C=CC(CN)=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][C:5]3[CH:20]=[CH:21][C:22]([CH3:23])=[CH:3][CH:4]=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 9931163(R)-1-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-3-(4-methyl-benzylamino)-propan-2-ol

Reagents, catalysts & solvents 2

HCID 63651,1-DichloroethaneSolventHCID 660354-MethylbenzylamineSolvent

Procedure

The title compound is prepared from a mixture of (R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole in dichloroethane, 4-methylbenzylamine, and ethanol, essentially as described above in Example 57. Purity by LC/MS=89%, [M+H]+=407.

Sources & evidence

ORD record
ord-476e373c7af043e687bd6f79275033a6
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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