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

HRID 852145Notes

Reaction equation

HRID 852145 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>ClC(Cl)C.C(N)C1C=CC=CC=1.C(O)C>[CH2:6]([NH:7][CH2:19][C@@H:17]([OH:18])[CH2:16][O:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([C:6]2[C:5]3[CH:20]=[CH:21][C:2]([F:1])=[CH:3][C:4]=3[O:8][N:7]=2)[CH:10]=1)[C:5]1[CH:20]=[CH:21][CH:2]=[CH:3][CH:4]=1

Participants

5

Reactant 1

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

Product 1

HCID 9821870(R)-1-benzylamino-3-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-propan-2-ol

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 63651,1-DichloroethaneSolventHCID 7504BenzylamineSolvent

Procedure

The title compound is prepared from a mixture of (R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole in dichloroethane, benzylamine and ethanol, essentially as described above in Example 57. Purity by LC/MS=88%, [M+H]+=393.

Sources & evidence

ORD record
ord-bb44c35f0b564186a46548ff3fe4a5f0
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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