Trifluoroacetic acid → HCID 58777651, compound

HRID 1435234Notes

Reaction equation

HRID 1435234 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[O:17][CH3:18])=[O:9])=[CH:6][N:5]=[C:4]([NH:19][CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[N:3]=1.FC(F)(F)C(O)=O.C(N(CC)CC)C.[CH3:40][N:41]([CH3:51])[C:42]1[CH:47]=[CH:46][C:45]([N:48]=[C:49]=[O:50])=[CH:44][CH:43]=1>>[CH3:40][N:41]([CH3:51])[C:42]1[CH:47]=[CH:46][C:45]([NH:48][C:49]([N:23]2[CH2:22][CH2:21][CH:20]([NH:19][C:4]3[N:3]=[C:2]([NH2:1])[C:7]([C:8](=[O:9])[C:10]4[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=4[O:17][CH3:18])=[CH:6][N:5]=3)[CH2:25][CH2:24]2)=[O:50])=[CH:44][CH:43]=1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 27333724-(Dimethylamino)phenyl isocyanateHCID 9997668[4-Amino-2-(piperidin-4-ylamino)-pyrimidin-5-yl]-(5-fluoro-2-methoxy-phenyl)-methanone

Product 1

HCID 58777651HCID 58777651, compound

Procedure

To a stirred suspension of the compound of Example 59 in the form of its trifluoroacetic acid salt (45 mg), triethylamine (150 μL, 1.08 mmol) was added followed by 4-dimethylamino-phenyl-isocyanate (Aldrich, 33 mg, 0.20 mmol), and the solution was stirred at room temperature for 1.5 hours. The solution was then concentrated and the residue was purified by reverse phase HPLC to give a solid, (34 mg). MS(ES) (M+H)+=508.

Workup

  1. additionwas added
  2. concentrationThe solution was then concentrated
  3. customthe residue was purified by reverse phase HPLC
  4. customto give a solid, (34 mg)

Sources & evidence

ORD record
ord-879d2e7116f7490e8b94029f00309958
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

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