Thionyl Chloride → HCID 21717497, compound

HRID 1386461Notes

Reaction equation

HRID 1386461 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([CH2:17][C:18]([O:20][C:21](C)(C)[CH3:22])=[O:19])[N:15]=[CH:16][C:10]=2[CH2:9]1)=O)(C)(C)C.S(Cl)([Cl:27])=O>C(O)C>[ClH:27].[ClH:27].[N:14]1([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:11]2[CH2:12][CH2:13][NH:8][CH2:9][C:10]=2[CH:16]=[N:15]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 70248079HCID 70248079, compound

Product 1

HCID 21717497HCID 21717497, compoundYield 181.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

In 20 ml of ethanol was dissolved 1.01 g (3.00 mmol) of (t-butyl) 5-t-butoxycarbonyl-4,5,6,7-tetrahydropyrazolo[4,5-c]pyridin-1-acetate, and under ice-cooling, 0.39 g (3.30 mmol) of thionyl chloride was added to the solution and the resulting mixture was stirred at 80° C. for 3 hours. The reaction mixture was concentrated under reduced pressure, the residue was washed with ethyl acetate and dried to obtain 0.90 g (3.00 mmol) of the title compound as pale yellowish powder.

Workup

  1. temperatureunder ice-cooling
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. washthe residue was washed with ethyl acetate
  4. customdried

Sources & evidence

ORD record
ord-08e4c1c3657541929dd9f642726b8b03
Source dataset
uspto-grants-2001_07
Patent number
US06265418B1

Reaction notes

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