HCID 21084180, compound → HCID 68886250, compound

HRID 347872Notes

Reaction equation

HRID 347872 reaction equation
[CH2:1]([C:3]1[C:11]([N:12]([CH2:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)C(=O)OC(C)(C)C)=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)[CH3:2].[ClH:27].C(OCC)(=O)C>COCCOC>[ClH:27].[CH2:1]([C:3]1[C:11]([NH:12][CH2:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 21084180HCID 21084180, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 68886250HCID 68886250, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of tert-butyl N-(2-ethylpyrazolo[1,5-a]pyridin-3-yl)-N-tetrahydro-2H-4-pyranylmethylcarbamate (17.5 g, 50 mmol) dissolved in 1,2-dimethoxyethane (175 mL) was added a 4N hydrochloric acid-ethyl acetate solution (175 mL), and the reaction mixture was stirred for 3 hours at 45° C. The solvent was then evaporated under reduced pressure, 1,2-dimethoxyethane (175 mL) and hexane (175 mL) were added to the residue, the mixture was cooled on ice and the precipitate was collected by filtration to afford 11.8 g of the title compound (87% yield).

Workup

  1. customThe solvent was then evaporated under reduced pressure, 1,2-dimethoxyethane (175 mL) and hexane (175 mL)
  2. additionwere added to the residue
  3. temperaturethe mixture was cooled on ice
  4. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-bdbe595ef18d4e1aaf6f953ad34d28f1
Source dataset
uspto-grants-2007_02
Patent number
US07176216B2

Reaction notes

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