Citric Acid → 4-(1-(2-Fluoro-4-biphenylyl)ethyl)-2-methylamino-thiazole citrate

HRID 1646567Notes

Reaction equation

HRID 1646567 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[N:11]=[C:12]([NH:15][CH3:16])[S:13][CH:14]=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:23]([OH:35])(=[O:34])[CH2:24][C:25]([CH2:30][C:31]([OH:33])=[O:32])([C:27]([OH:29])=[O:28])[OH:26]>CO>[C:23]([OH:35])(=[O:34])[CH2:24][C:25]([CH2:30][C:31]([OH:33])=[O:32])([C:27]([OH:29])=[O:28])[OH:26].[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[N:11]=[C:12]([NH:15][CH3:16])[S:13][CH:14]=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 311Citric AcidHCID 1242384-(1-(2-Fluoro-4-biphenyl)ethyl)-2-methylaminothiazole

Product 1

HCID 198009544-(1-(2-Fluoro-4-biphenylyl)ethyl)-2-methylamino-thiazole citrate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 4-(1-(2-fluoro-4-biphenylyl)ethyl)-2-methylaminothiazole (200 mg, 0.64 mmol) in methanol was added citric acid (60 mg, 0.64 mmol) in methanol and the mixture was stirred at room temperature, then evaporated under reduced pressure to a residue, which was recrystallized to afford 4-(1-(2-fluoro-4-biphenylyl)ethyl)-2-methylamino-thiazole citrate: mp 150°-151° C.

Workup

  1. customevaporated under reduced pressure to a residue, which
  2. customwas recrystallized

Sources & evidence

ORD record
ord-22eae9327afa4ceba347d545b90070b7
Source dataset
uspto-grants-1993_01
Patent number
US05180731

Reaction notes

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