Hydrochloric Acid → Paroxetine Hydrochloride

HRID 2085001Notes

Reaction equation

HRID 2085001 reaction equation
[CH:1]1[C:6]([C@H:7]2[C@H:12]([CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]4[O:23][CH2:22][O:21][C:19]=4[CH:20]=3)[CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:5][CH:4]=[C:3]([F:24])[CH:2]=1.[ClH:25].O>CO>[CH:5]1[C:6]([C@H:7]2[C@H:12]([CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]4[O:23][CH2:22][O:21][C:19]=4[CH:20]=3)[CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:1][CH:2]=[C:3]([F:24])[CH:4]=1.[ClH:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 43815Paroxetine

Product 1

HCID 62878Paroxetine Hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Paroxetine Base, 5 kg, is dissolved in 34.1 kg of methanol and then 16.7 kg (1:1.1 molar ratio to paroxetine base) of 1N hydrochloric acid is added to the solution under stirring to yield paroxetine HCl solution in a co-solvent of methanol and water.

Sources & evidence

ORD record
ord-f10de229949c4272ad4a3a52d583bdfb
Source dataset
uspto-grants-2004_04
Patent number
US06720003B2

Reaction notes

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