Methanol → HCID 86649829, compound

HRID 625905Notes

Reaction equation

[CH3:1][C@@H:2]([NH:12][CH2:13][C@H:14]([OH:25])[C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([NH:22][CH:23]=[O:24])[CH:16]=1)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.[C@H:26]([OH:35])([C:32]([OH:34])=[O:33])[C@@H:27]([OH:31])[C:28]([OH:30])=[O:29].CO>C(#N)C>[CH3:1][C@@H:2]([NH:12][CH2:13][C@H:14]([OH:25])[C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([NH:22][CH:23]=[O:24])[CH:16]=1)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.[C:28]([C@@H:27]([C@H:26]([C:32]([O-:34])=[O:33])[OH:35])[OH:31])([O-:30])=[O:29]

Participants

Conditions

Temperature: 50 °C

Procedure

A suspension of 1.007 g (2 mmol) of (R,R)-arformoterol tartrate Form A and 65 mL of methanol was heated to the reflux temperature of the solvent for 30 min. Then, the solution obtained was cooled to 50° C. in 30 min, followed by addition of 90 mL of acetonitrile at the same temperature for 10 minutes. Afterwards, the solution was cooled to 30° C. in 30 minutes and stirred at room temperature for 2 hours. The product was collected by filtration, washed with acetonitrile and dried under vacuum (2-3 mbar, equivalent to 1.5-2.25 mm Hg) at 40° C. for 17 hours to provide acetonitrile solvate of (R,R)-Formoterol-L-tartrate, which contained about 2.7% (w/w) of acetonitrile, as determined by TGA analysis.

Workup

temperaturewas heated to the reflux temperature of the solvent for 30 min
customThen, the solution obtained
temperatureAfterwards, the solution was cooled to 30° C. in 30 minutes
filtrationThe product was collected by filtration
washwashed with acetonitrile
customdried under vacuum (2-3 mbar, equivalent to 1.5-2.25 mm Hg) at 40° C. for 17 hours

Sources & evidence

ORD record: ord-cc501594167649e2a29477abded37824
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09309186B2

Reaction notes

Loading…