Water → HCID 66695745, compound

HRID 1773649Notes

Reaction equation

HRID 1773649 reaction equation
[CH:1]1([NH:6][C:7]2[CH:8]=[C:9]([N:29]([CH2:37][CH2:38][C:39]([F:42])([F:41])[F:40])C(=O)OCCCC)[C:10]3[N:11]([C:13]([C:16]4[CH:21]=[CH:20][C:19]([C:22](=[O:27])[NH:23][CH:24]5[CH2:26][CH2:25]5)=[C:18]([CH3:28])[CH:17]=4)=[CH:14][N:15]=3)[N:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O.O>ClCCl>[CH:1]1([NH:6][C:7]2[CH:8]=[C:9]([NH:29][CH2:37][CH2:38][C:39]([F:40])([F:41])[F:42])[C:10]3[N:11]([C:13]([C:16]4[CH:21]=[CH:20][C:19]([C:22]([NH:23][CH:24]5[CH2:25][CH2:26]5)=[O:27])=[C:18]([CH3:28])[CH:17]=4)=[CH:14][N:15]=3)[N:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 86705354HCID 86705354, compound

Product 1

HCID 66695745HCID 66695745, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
23 °C

Procedure

To a solution of 90 mg (153 μmol) ert-butyl {6-(cyclopentylamino)-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-b]pyridazin-8-yl}(3,3,3-trifluoropropyl)carbamate which was prepared according to intermediate example 453a in 1 mL dichloromethane were added 177 μL trifluoroacetic acid and the mixture was stirred for 2 hours at 23° C. The mixture was poured into water and extracted with dichloromethane. The organic phase was washed with sodium hydrogencarbonate solution and dried over sodium sulfate. After filtration and removal of solvent the residue was purified by chromatography to give 64.1 mg (82%) of the title compound.

Workup

  1. extractionextracted with dichloromethane
  2. washThe organic phase was washed with sodium hydrogencarbonate solution
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter filtration and removal of solvent the residue
  5. customwas purified by chromatography

Sources & evidence

ORD record
ord-2c9c4dcd601d4b68b8512c6e2b0415cd
Source dataset
uspto-grants-2016_02
Patent number
US09255100B2

Reaction notes

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