Trifluoroacetic acid → HCID 67433186, compound

HRID 410551Notes

Reaction equation

HRID 410551 reaction equation
C(OC([N:8]([C:34]1[N:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][N:35]=1)[C:9]1[CH:10]=[C:11]([C:16]2[S:20][C:19]([C:21]3([O:32][CH3:33])[CH2:26][CH2:25][CH:24]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:23][CH2:22]3)=[N:18][CH:17]=2)[CH:12]=[C:13]([CH3:15])[CH:14]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl.O>[CH3:33][O:32][C:21]1([C:19]2[S:20][C:16]([C:11]3[CH:10]=[C:9]([NH:8][C:34]4[N:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][N:35]=4)[CH:14]=[C:13]([CH3:15])[CH:12]=3)=[CH:17][N:18]=2)[CH2:22][CH2:23][CH:24]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:25][CH2:26]1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67431770HCID 67431770, compound

Product 1

HCID 67433186HCID 67433186, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To the product of Step 1 (0.15 g, 0.243 mmol) in dichlormethane (2 mL) was added trifluoroacetic acid (1.48 g, 12.98 mmol) and the reaction was stirred until complete. The reaction was diluted with water and the mixture extracted three times with dichloromethane. The combined organic layers were dried over magnesium sulfate, filtered and concentrated to give ethyl 4-methoxy-4-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-1,3-thiazol-2-yl]cyclohexanecarboxylate. MS ESI: [M+H]+ m/z 521.2.

Workup

  1. extractionthe mixture extracted three times with dichloromethane
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-45efb01e967848759544c5a94238bc07
Source dataset
uspto-grants-2014_06
Patent number
US08759366B2

Reaction notes

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