Water → HCID 86758829, compound

HRID 1058529Notes

Reaction equation

HRID 1058529 reaction equation
[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.[NH2:21][C@H:22]([C:27]([OH:29])=[O:28])[CH2:23][C:24]([OH:26])=[O:25].O>C(OCC)(=O)C>[CH3:1][NH:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C@H:6]([C:13]2[CH:14]=[CH:15][C:16]([Cl:20])=[C:17]([Cl:19])[CH:18]=2)[CH2:5][CH2:4]1.[NH2:21][C@H:22]([C:27]([O-:29])=[O:28])[CH2:23][C:24]([O-:26])=[O:25]

Participants

5

Reactant 3

HCID 962WaterHCID 5960L-Aspartic Acid2×HCID 68617Sertraline2×

Product 1

HCID 86758829HCID 86758829, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Sertraline free base (the compound of Preparation AA, 200.3 mg) was dissolved in ethyl acetate (800 μL, which had previous been saturated with water). L-aspartic acid (95.53 mg) was suspended in ethyl acetate (3 mL, which had previously been saturated with water). The aspartic acid suspension was added to the sertraline free base solution. The reaction mixture was stirred for 24 hours. The solids were filtered, washed with ethyl acetate saturated with water and then dried at 40° C. in a vacuum oven for 48 hours. The yield of sertraline L-aspartate was 96.4%. mp 247° C.

Workup

  1. filtrationThe solids were filtered
  2. washwashed with ethyl acetate saturated with water
  3. customdried at 40° C. in a vacuum oven for 48 hours

Sources & evidence

ORD record
ord-7fae6d6a0a8a414b96952e25a4c4f541
Source dataset
uspto-grants-2003_02
Patent number
US06517866B1

Reaction notes

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