4,5,6,7-Tetrahydrothieno(3,2-c)pyridine → (R)-1-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-3-(3-isoxazolo[5,4-b]pyridin-3-yl-phenoxy)-propan-2-ol

HRID 852185Notes

Reaction equation

HRID 852185 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.[S:21]1[C:29]2[CH2:28][CH2:27][NH:26][CH2:25][C:24]=2[CH:23]=[CH:22]1>CN(C)C=O.C(O)C>[S:21]1[C:29]2[CH2:28][CH2:27][N:26]([CH2:3][C@@H:2]([OH:1])[CH2:4][O:5][C:6]3[CH:11]=[CH:10][CH:9]=[C:8]([C:12]4[C:20]5[C:15](=[N:16][CH:17]=[CH:18][CH:19]=5)[O:14][N:13]=4)[CH:7]=3)[CH2:25][C:24]=2[CH:23]=[CH:22]1

Participants

5

Reactant 2

HCID 30850764,5,6,7-Tetrahydrothieno(3,2-c)pyridineHCID 58928270(R)-3-(3-oxiranylmethoxy-phenyl)-isoxazolo[5,4-b]pyridine

Product 1

HCID 58928272(R)-1-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-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 4,5,6,7-tetrahydro-thieno[3,2-c]pyridine in ethanol essentially as described above in Example 102. Purity by LC/MS=100%, [M+H]+=408.

Sources & evidence

ORD record
ord-9718f5c975034f46855d8cef80cd98e3
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

Loading…