{2-[3-(3-Bromo-phenyl)-pyrazolo[4,3-c]pyridin-1-yl]-ethyl}-methyl-amine → (R)-1-({2-[3-(3-bromo-phenyl)-pyrazolo[4,3-c]pyridin-1-yl]-ethyl}-methyl-amino)-3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-propan-2-ol

HRID 852127Notes

Reaction equation

HRID 852127 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.[Br:22][C:23]1[CH:24]=[C:25]([C:29]2[C:33]3[CH:34]=[N:35][CH:36]=[CH:37][C:32]=3[N:31]([CH2:38][CH2:39][NH:40][CH3:41])[N:30]=2)[CH:26]=[CH:27][CH:28]=1>CN(C)C=O.C(O)C>[Br:22][C:23]1[CH:24]=[C:25]([C:29]2[C:33]3[CH:34]=[N:35][CH:36]=[CH:37][C:32]=3[N:31]([CH2:38][CH2:39][N:40]([CH3:41])[CH2:19][C@@H:17]([OH:18])[CH2:16][O:15][C:12]3[CH:11]=[CH:10][C:9]([C:6]4[C:5]5[CH:20]=[CH:21][C:2]([F:1])=[CH:3][C:4]=5[O:8][N:7]=4)=[CH:14][CH:13]=3)[N:30]=2)[CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 2

HCID 19092497{2-[3-(3-Bromo-phenyl)-pyrazolo[4,3-c]pyridin-1-yl]-ethyl}-methyl-amineHCID 58928269(R)-6-fluoro-3-(4-oxiranylmethoxy-phenyl)-benzo[d]isoxazole

Product 1

HCID 58928282(R)-1-({2-[3-(3-bromo-phenyl)-pyrazolo[4,3-c]pyridin-1-yl]-ethyl}-methyl-amino)-3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-propan-2-ol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared from a mixture of (R)-6-fluoro-3-(4-oxiranylmethoxy-phenyl)-benzo[d]isoxazole in dimethylformamide and {2-[3-(3-bromo-phenyl)-pyrazolo[4,3-c]pyridin-1-yl]-ethyl}-methyl-amine (Table No. 1, SM 6) in ethanol essentially as described above in Example 21. Purity by LC/MS=100%, [M+H]+=616.

Sources & evidence

ORD record
ord-79fa013aa2574e87ba83da578476c942
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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