Fenoterol hydrobromide → Fenoterol

HRID 2368963Notes

Reaction equation

HRID 2368963 reaction equation
[CH3:1][CH:2]([NH:11][CH2:12][CH:13]([OH:22])[C:14]1[CH:15]=[C:16]([OH:21])[CH:17]=[C:18]([OH:20])[CH:19]=1)[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1.Br>CC#N.C(O)(C)C.N(CC)CC>[CH3:1][CH:2]([NH:11][CH2:12][CH:13]([OH:22])[C:14]1[CH:19]=[C:18]([OH:20])[CH:17]=[C:16]([OH:21])[CH:15]=1)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 5702161Fenoterol hydrobromide

Product 1

HCID 3343Fenoterol

Reagents, catalysts & solvents 1

HCID 18545699HCID 18545699, compoundSolvent2×

Procedure

A sample of 75 mg of fenoterol HBr was dissolved in 1.5 mL of 95/5/0.05 CH3CN/isopropanol/HNEt2 and applied in 100 μL injections to a CHIRALPAK® AD-H 10×250 mm 5 μm semi-preparative column using a waters 2690 Separations Module, PDA set to 280 nm. The eluting solvent was 95/5/0.05 CH3CN/isopropanol/HNEt2, 5 mL/min. Retention times for (S,S) and (R,R) isomers were 4.8 min and 7.8 min, respectively.

Sources & evidence

ORD record
ord-d567906dda6e48dc8e7606cc21066954
Source dataset
uspto-grants-2014_04
Patent number
US08703826B2

Reaction notes

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