Sodium Hydroxide → HCID 178506535, compound

HRID 910244Notes

Reaction equation

HRID 910244 reaction equation
[I:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([C:15]4[CH:19]=[CH:18][N:17](C(OC(C)(C)C)=O)[N:16]=4)=[CH:11][CH:10]=3)[O:8][C:4]=2[CH:3]=1.[OH-].[Na+]>O1CCCC1.C(O)C.Cl>[I:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([C:15]4[CH:19]=[CH:18][NH:17][N:16]=4)=[CH:11][CH:10]=3)[O:8][C:4]=2[CH:3]=1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 67404031HCID 67404031, compound

Product 1

HCID 178506535HCID 178506535, compoundYield 66.8%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

Subsequently, tert-butyl 3-[4-(6-iodo-1,3-benzoxazol-2-yl)phenyl]-1H-1-pyrazolecarboxylate (49 mg) was dissolved in a mixture of tetrahydrofuran (2 mL) and ethanol (2 mL), and 6N hydrochloric acid (500 μL) was added to the solution, followed by stirring at 80° C. for 2 hours. The reaction mixture was alkalified with 1N sodium hydroxide, followed by stirring at 80° C. for 1 hour. The reaction mixture was concentrated under reduced pressure, followed by drying. The thus-obtained white solid was recovered through filtration, and washed sequentially with water and ethanol, followed by drying under reduced pressure, to thereby yield the title compound (26 mg).

Workup

  1. additionwas added to the solution
  2. stirringby stirring at 80° C. for 1 hour
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customby drying
  5. filtrationThe thus-obtained white solid was recovered through filtration
  6. washwashed sequentially with water and ethanol
  7. customby drying under reduced pressure

Sources & evidence

ORD record
ord-bc64348b36474c4aad849f97663f6c4e
Source dataset
uspto-grants-2011_09
Patent number
US08022075B2

Reaction notes

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