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

HRID 2072728Notes

Reaction equation

HRID 2072728 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-f2fdd9f3cf0b46e8a789c9841898fefa
Source dataset
uspto-grants-1990_04
Patent number
US04914112

Reaction notes

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