Triethylamine → HCID 178509100, compound

HRID 1921094Notes

Reaction equation

HRID 1921094 reaction equation
C(OC([N:6]1[C:25]([NH2:26])=[C:9]2[CH2:10][N:11]([S:14]([C:17]3[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([F:24])[CH:18]=3)(=[O:16])=[O:15])[CH2:12][CH2:13][C:8]2=[N:7]1)=O)C.C(N(CC)CC)C>ClCCl.CO>[F:23][C:21]1[CH:22]=[C:17]([S:14]([N:11]2[CH2:12][CH2:13][C:8]3=[N:7][NH:6][C:25]([NH2:26])=[C:9]3[CH2:10]2)(=[O:16])=[O:15])[CH:18]=[C:19]([F:24])[CH:20]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 67201273HCID 67201273, compound

Product 1

HCID 178509100HCID 178509100, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

3-Amino-5-(3,5-difluoro-benzenesulfonyl)-4,5,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-2-carboxylic acid ethyl ester (45.4 g, 117.5 mmol) was dissolved in a mixture of dichloromethane (200 mL) and methanol (900 mL) then triethylamine (200 mL) was added. The solution was stirred at room temperature for 2 days and then evaporated to dryness. The solid was treated with diethylether (1 L), stirred for 1 hour, filtered and washed with diethylether. After drying in vacuo the title compound was obtained as white solid (34.68 g, 94%).

Workup

  1. customevaporated to dryness
  2. additionThe solid was treated with diethylether (1 L)
  3. stirringstirred for 1 hour
  4. filtrationfiltered
  5. washwashed with diethylether
  6. dry with materialAfter drying in vacuo the title compound

Sources & evidence

ORD record
ord-2352d6acbd27403c976aa18e9450b362
Source dataset
uspto-grants-2012_05
Patent number
US08173659B2

Reaction notes

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