Dichloromethane → HCID 178516599, compound

HRID 1747512Notes

Reaction equation

HRID 1747512 reaction equation
C(N(CC)C(C)C)(C)C.FC(F)(F)C(O)=O.[OH:17][C:18]1([C:34]([F:37])([F:36])[F:35])[CH2:23][C:22](=[O:24])[NH:21][C:20]2[NH:25][N:26]=[C:27]([CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[C:19]1=2.ClCCl>C(O)C>[OH:17][C:18]1([C:34]([F:37])([F:36])[F:35])[CH2:23][C:22](=[O:24])[NH:21][C:20]2[NH:25][N:26]=[C:27]([CH:28]3[CH2:29][CH2:30][NH:31][CH2:32][CH2:33]3)[C:19]1=2

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 81531DiisopropylethylamineHCID 178525665HCID 178525665, compound

Product 1

HCID 178516599HCID 178516599, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N,N-Diisopropylethylamine (9.37 mL, 55.1 mmol) was added dropwise at 0° C. to a solution of 4-hydroxy-3-(piperidin-4-yl)-4-(trifluoromethyl)-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-b]pyridin-6-one trifluoroacetate (19.2 g, 45.9 mmol) produced in Reference Example 115 in ethanol (200 mL), and the mixture was stirred for 30 minutes. Dichloromethane (600 mL) was added thereto, and the mixture was stirred for 1 hour. Then, the precipitate was collected by filtration and dried under reduced pressure to obtain the title compound (12.6 g, yield: 91%).

Workup

  1. stirringthe mixture was stirred for 1 hour
  2. filtrationThen, the precipitate was collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-21d419d6a2964e7d9d208da5a9785d90
Source dataset
uspto-grants-2015_10
Patent number
US09150575B2

Reaction notes

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