Hydrochloric Acid → HCID 178458491, compound

HRID 1747503Notes

Reaction equation

HRID 1747503 reaction equation
[ClH:1].[OH:2][C:3]1([C:29]([F:32])([F:31])[F:30])[CH2:8][C:7](=[O:9])[NH:6][C:5]2[NH:10][N:11]=[C:12]([CH:13]3[CH2:18][CH2:17][N:16]([C:19]4[N:20]=[N:21][C:22]([O:25][CH:26]([CH3:28])[CH3:27])=[CH:23][CH:24]=4)[CH2:15][CH2:14]3)[C:4]1=2>C(O)C>[ClH:1].[OH:2][C:3]1([C:29]([F:30])([F:31])[F:32])[CH2:8][C:7](=[O:9])[NH:6][C:5]2[NH:10][N:11]=[C:12]([CH:13]3[CH2:18][CH2:17][N:16]([C:19]4[N:20]=[N:21][C:22]([O:25][CH:26]([CH3:28])[CH3:27])=[CH:23][CH:24]=4)[CH2:15][CH2:14]3)[C:4]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178458490HCID 178458490, compound

Product 1

HCID 178458491HCID 178458491, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 N hydrochloric acid (0.295 mL, 0.295 mmol) was added dropwise at room temperature to a suspension of 4-hydroxy-3-{1-[6-(propan-2-yloxy)pyridazin-3-yl]piperidin-4-yl}-4-(trifluoromethyl)-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-b]pyridin-6-one (100 mg, 0.227 mmol) produced in Example 17 in ethanol (2 mL). Then, the solvent in the reaction solution was distilled off under reduced pressure. THF was added to the obtained residue, and the resulting suspension was stirred. The resulting precipitate was collected by filtration to obtain the title compound (88.0 mg, 81%).

Workup

  1. distillationThen, the solvent in the reaction solution was distilled off under reduced pressure
  2. additionTHF was added to the obtained residue
  3. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-720584f2ef6643a98ec5fc17a9697b63
Source dataset
uspto-grants-2015_10
Patent number
US09150575B2

Reaction notes

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