Water → HCID 18521993, compound

HRID 413736Notes

Reaction equation

HRID 413736 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26]3)=[CH:21][CH:20]=2)[S:5][C:6]=1[C:7]([C:9]1[C:14]([Cl:15])=[CH:13][C:12]([Cl:16])=[CH:11][C:10]=1[Cl:17])=[O:8].O.C([O-])(O)=O.[Na+].CO.C(Cl)(Cl)Cl>FC(F)(F)C(O)=O>[NH2:1][C:2]1[N:3]=[C:4]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH2:26][CH2:27][NH:28][CH2:29][CH2:30]3)=[CH:21][CH:20]=2)[S:5][C:6]=1[C:7]([C:9]1[C:10]([Cl:17])=[CH:11][C:12]([Cl:16])=[CH:13][C:14]=1[Cl:15])=[O:8]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 18521819HCID 18521819, compoundHCID 21584188Chloroform methanol

Product 1

HCID 18521993HCID 18521993, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The title compound was prepared as follows. {4-Amino-2-[4-(4-tert-butoxycarbonyl-piperazin-1-yl)-phenylamino]-thiazol-5-yl}-(2,4,6-trichloro-phenyl)-methanone (50 mg, 0.086 mmol) was stirred in trifluoroacetic acid (TFA; 0.5 mL) at 0° C. After 20 min at 0° C., a minimal amount of water was added, and sat aq NaHCO3 was used for neutralization. The resultant suspension was filtered to obtain a yellow paste, which gave a suspension with MeOH/CHCl3 and led to isolation of 22 mg (42%) of yellow amorphous powder.

Workup

  1. filtrationThe resultant suspension was filtered
  2. customto obtain a yellow paste, which

Sources & evidence

ORD record
ord-6020318d8a0247a8b32360b8ffc59894
Source dataset
uspto-grants-2003_05
Patent number
US06569878B1

Reaction notes

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