(2-Thienylmethyl)amine → (R)-1-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-3-[(thiophen-2-ylmethyl)-amino]-propan-2-ol

HRID 852143Notes

Reaction equation

HRID 852143 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.[S:22]1[CH:26]=[CH:25][CH:24]=[C:23]1[CH2:27][NH2:28]>ClC(Cl)C.C(O)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:28][CH2:27][C:23]3[S:22][CH:26]=[CH:25][CH:24]=3)=[N:7][O:8][C:4]=2[CH:3]=1

Participants

5

Reactant 2

HCID 34005(2-Thienylmethyl)amineHCID 58928264(R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole

Product 1

HCID 9822192(R)-1-[3-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-3-[(thiophen-2-ylmethyl)-amino]-propan-2-ol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 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, 2-thiophenemethylamine and ethanol, essentially as described above in Example 57. Purity by LC/MS=100%, [M+H]+=399.

Sources & evidence

ORD record
ord-ffc7e26bc9ac46ccab0a1e8ce88e8b82
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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