Nitrogen → HCID 131727261, compound

HRID 1723860Notes

Reaction equation

HRID 1723860 reaction equation
[C:1]([OH:10])(=[O:9])[C@@H:2]([C@H:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([O:27][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:19]1.N#N.C(O)(C)C>CO>[C:6]([C@@H:4]([C@H:2]([C:1]([OH:10])=[O:9])[OH:3])[OH:5])([OH:8])=[O:7].[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([O:27][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:19]1.[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([O:27][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:19]1

Participants

6

Reactant 4

HCID 947NitrogenHCID 3776IsopropanolHCID 444305L-Tartaric acidHCID 11510935HCID 11510935, compound

Product 1

HCID 131727261HCID 131727261, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9.94 mg of L-tartaric acid was added to 4 ml of a solution of 1-(2-fluorophenyl)-3-(piperidin-4-yloxy)-1H-indazole in MeOH (concentration=10.3 mg/ml). The solution was placed under a stream of N2 gas until approximately 0.2 ml of solution was left. Approximately 0.75 ml of IPA (isopropyl alcohol) was then added and solution was returned to aforementioned gas stream for less than 1 minute. Precipitation was observed and the suspension was capped. The suspension was stirred overnight, and the solution had become a gel. Approximately 3 ml of acetone was added and precipitation was observed. A solid was recovered on a membrane filter using vacuum filtration.

Workup

  1. waitwas left
  2. waitsolution was returned to aforementioned gas stream for less than 1 minute
  3. customPrecipitation
  4. customthe suspension was capped
  5. additionApproximately 3 ml of acetone was added
  6. customprecipitation
  7. customA solid was recovered on a membrane
  8. filtrationfilter
  9. filtrationvacuum filtration

Sources & evidence

ORD record
ord-252fc6fdae2344628f885cd47d4f22d6
Source dataset
uspto-grants-2009_02
Patent number
US07485636B2

Reaction notes

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