6-fluoro-3-piperazin-1-yl-1H-indazole → (R)-1-[4-(6-fluoro-1H-indazol-3-yl)-piperazin-1-yl]-3-(3-isoxazolo[5,4-b]pyridin-3-yl-phenoxy)-propan-2-ol

HRID 852189Notes

Reaction equation

HRID 852189 reaction equation
[O:1]1[CH2:3][C@@H:2]1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[O:14][N:13]=2)[CH:9]=[CH:10][CH:11]=1.[F:21][C:22]1[CH:30]=[C:29]2[C:25]([C:26]([N:31]3[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]3)=[N:27][NH:28]2)=[CH:24][CH:23]=1>CN(C)C=O.C(O)C>[F:21][C:22]1[CH:30]=[C:29]2[C:25]([C:26]([N:31]3[CH2:32][CH2:33][N:34]([CH2:3][C@@H:2]([OH:1])[CH2:4][O:5][C:6]4[CH:11]=[CH:10][CH:9]=[C:8]([C:12]5[C:20]6[C:15](=[N:16][CH:17]=[CH:18][CH:19]=6)[O:14][N:13]=5)[CH:7]=4)[CH2:35][CH2:36]3)=[N:27][NH:28]2)=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 98158716-fluoro-3-piperazin-1-yl-1H-indazoleHCID 58928270(R)-3-(3-oxiranylmethoxy-phenyl)-isoxazolo[5,4-b]pyridine

Product 1

HCID 58928307(R)-1-[4-(6-fluoro-1H-indazol-3-yl)-piperazin-1-yl]-3-(3-isoxazolo[5,4-b]pyridin-3-yl-phenoxy)-propan-2-ol

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared from a mixture of (R)-3-(3-oxiranylmethoxy-phenyl)-isoxazolo[5,4-b]pyridine in dimethylformamide and ethanol and 6-fluoro-3-piperazin-1-yl-1H-indazole (Table No.1, SM 4) in ethanol essentially as described above in Example 102. Purity by LC/MS=100%, [M+H]+=489.

Sources & evidence

ORD record
ord-c52d5512a151457982b69dde3d1c5088
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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