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

HRID 852147Notes

Reaction equation

HRID 852147 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].Cl[CH:26]([Cl:28])[CH3:27]>ClC1C=CC(CN)=CC=1>[Cl:28][C:26]1[CH:23]=[CH:22][C:5]([CH2:6][NH:7][CH2:19][C@@H:17]([OH:18])[CH2:16][O:15][C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([C:6]3[C:5]4[CH:20]=[CH:21][C:2]([F:1])=[CH:3][C:4]=4[O:8][N:7]=3)[CH:10]=2)=[CH:4][CH:27]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 63651,1-DichloroethaneHCID 58928264(R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole

Product 1

HCID 9910367(R)-1-(4-chloro-benzylamino)-3-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-propan-2-ol

Reagents, catalysts & solvents 1

HCID 660364-ChlorobenzylamineSolvent

Procedure

The title compound is prepared from a mixture of (R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole in dichloroethane, 4-chlorobenzylamine, and ethanol, essentially as described above in Example 57. Purity by LC/MS=95%, [M+H]+=427.

Sources & evidence

ORD record
ord-6d02f4c95e4b4a8499c329dab08d2ca1
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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