Succinic Acid → HCID 10459010, compound

HRID 218332Notes

Reaction equation

HRID 218332 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[CH2:12][CH3:13])[CH2:8][CH:7]([NH:14][CH2:15][C@@H:16]([C:18]1[CH:27]=[CH:26][C:25]([OH:28])=[C:24]3[C:19]=1[CH:20]=[CH:21][C:22](=[O:29])[NH:23]3)[OH:17])[CH2:6]2)[CH3:2].[C:30]([OH:37])(=[O:36])[CH2:31][CH2:32][C:33]([OH:35])=[O:34]>C(O)(C)C>[C:30]([OH:37])(=[O:36])[CH2:31][CH2:32][C:33]([OH:35])=[O:34].[CH2:12]([C:11]1[CH:10]=[C:9]2[C:5](=[CH:4][C:3]=1[CH2:1][CH3:2])[CH2:6][CH:7]([NH:14][CH2:15][C@@H:16]([C:18]1[CH:27]=[CH:26][C:25]([OH:28])=[C:24]3[C:19]=1[CH:20]=[CH:21][C:22](=[O:29])[NH:23]3)[OH:17])[CH2:8]2)[CH3:13]

Participants

4

Reactant 2

HCID 1110Succinic AcidHCID 6918554Indacaterol

Product 1

HCID 10459010HCID 10459010, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 2.312 g (R)-5-[2-(5,6-diethyl-indan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-1H-quinolin-2-one base (5.890 mmoles) and 0.695 g succinic acid (5.890 mmoles) in 50 ml isopropanol is heated to 80° C. The resulting almost clear solution is stirred at 80° C. Crystallization takes place spontaneously after ca. 5 minutes. The suspension is allowed to cool slowly and stirred at room temperature for 18 hours. The salt is collected after filtration and washing with 7 ml isopropanol. The crystals are dried for 20 hours at 70° C. and ca. 10 mbar.

Workup

  1. customCrystallization
  2. customspontaneously after ca. 5 minutes
  3. temperatureto cool slowly
  4. stirringstirred at room temperature for 18 hours
  5. customThe salt is collected
  6. filtrationafter filtration
  7. washwashing with 7 ml isopropanol
  8. customThe crystals are dried for 20 hours at 70° C.

Sources & evidence

ORD record
ord-69b2358537b444e4a5e510012bd515c9
Source dataset
uspto-grants-2012_06
Patent number
US08198450B2

Reaction notes

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