Dimethylformamide → (R)-1-(4-benzyl-piperidin-1-yl)-3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-propan-2-ol

HRID 852110Notes

Reaction equation

HRID 852110 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]2[C:6]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:16][C@H:17]4[CH2:19][O:18]4)=[CH:11][CH:10]=3)=[N:7][O:8][C:4]=2[CH:3]=1.[CH3:22][N:23]([CH3:26])C=O>C(C1CCNCC1)C1C=CC=CC=1.C(O)C>[CH2:6]([CH:9]1[CH2:14][CH2:26][N:23]([CH2:19][C@@H:17]([OH:18])[CH2:16][O:15][C:12]2[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][CH:11]=2)[CH2:22][CH2:10]1)[C:5]1[CH:20]=[CH:21][CH:2]=[CH:3][CH:4]=1

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 58928269(R)-6-fluoro-3-(4-oxiranylmethoxy-phenyl)-benzo[d]isoxazole

Product 1

HCID 9804298(R)-1-(4-benzyl-piperidin-1-yl)-3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-propan-2-ol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 317384-BenzylpiperidineSolvent

Procedure

The title compound is prepared from a mixture of (R)-6-fluoro-3-(4-oxiranylmethoxy-phenyl)-benzo[d]isoxazole in dimethylformamide and 4-benzylpiperidine in ethanol essentially as described above in Example 21. Purity by LC/MS=99%, [M+H]+=461.

Sources & evidence

ORD record
ord-86d0a9680f7547ce9840455366aee7ff
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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