Hydrochloric Acid → HCID 59797138, compound

HRID 34050Notes

Reaction equation

HRID 34050 reaction equation
C([O:3][C:4]([C:6]1[C:7]([O:24][CH2:25][CH2:26][OH:27])=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[C:9]2/[CH:15]=[CH:16]/[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=[O:5])C.C(O)C.[OH-].[Na+].Cl>O1CCCC1>[F:23][C:20]1[CH:21]=[CH:22][C:17](/[CH:16]=[CH:15]/[C:9]2[C:8]3[C:12](=[CH:13][CH:14]=[C:6]([C:4]([OH:5])=[O:3])[C:7]=3[O:24][CH2:25][CH2:26][OH:27])[NH:11][N:10]=2)=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 178468690HCID 178468690, compound

Product 1

HCID 59797138HCID 59797138, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 31.3 mg of 3-[(E)-2-(4-fluorophenyl)-vinyl]-4-(2-hydroxyethoxy)-1H-indazol-5-carboxylic acid ethyl ester obtained by Example 349 in 0.7 mL of tetrahydrofuran were added 0.3 mL of ethanol and 0.2 mL of 5N sodium hydroxide aqueous solution, and stirred at 70° C. for 1 hour and 20 minutes. After cooling on ice, the solution was neutralized with 2N hydrochloric acid under ice cooling, and the precipitated crystals were collected by filtration, and dried under reduced pressure, to afford 25 mg of the title compound as yellow crude crystals.

Workup

  1. temperatureAfter cooling on ice
  2. filtrationthe precipitated crystals were collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-71467806e019498cb67a5134e114cef2
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Reaction notes

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