Malonic Acid → HCID 131733672, compound

HRID 1754628Notes

Reaction equation

HRID 1754628 reaction equation
[CH3:1][N:2]1[CH2:19][CH:18]2[CH:4]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=3[O:11][C:12]3[CH:13]=[CH:14][C:15]([Cl:20])=[CH:16][C:17]=32)[CH2:3]1.[C:21]([OH:27])(=[O:26])[CH2:22][C:23]([OH:25])=[O:24].C([O-])(=O)CC([O-])=O>CC(O)C>[CH3:1][N:2]1[CH2:19][CH:18]2[CH:4]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=3[O:11][C:12]3[CH:13]=[CH:14][C:15]([Cl:20])=[CH:16][C:17]=32)[CH2:3]1.[C:21]([O-:27])(=[O:26])[CH2:22][C:23]([O-:25])=[O:24]

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 9084Malonate IonHCID 99039705-Chloro-2-methyl-2,3,3a,12b-tetrahydrodibenzo(2,3:6,7)oxepino(4,5-c)pyrrole

Product 1

HCID 131733672HCID 131733672, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

511 mg Asenapine free base was dissolved in 1.0 ml 2-propanol and to this solution was added 186 mg of malonic acid (Fluka #63290) which was dissolved in 4 ml 2-propanol. The clear solution was seeded with 23 mg of crystalline malonate salt according to example 6 and stirring at r.t. was continued at room temperature until the next day (about 20 hours). The suspension was filtered, and after drying at room temperature for about 20 hours under vacuum about 640 mg of crystalline solid product was obtained. Investigation by powder X-ray diffraction showed that the same crystalline form as in example 6 was obtained.

Workup

  1. customwas continued at room temperature until the next day (about 20 hours)
  2. filtrationThe suspension was filtered
  3. dry with materialafter drying at room temperature for about 20 hours under vacuum about 640 mg of crystalline solid product
  4. customwas obtained
  5. customwas obtained

Sources & evidence

ORD record
ord-f784c367143b4de6a13e79d9109af50b
Source dataset
uspto-grants-2015_10
Patent number
US09169262B2

Reaction notes

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