HCID 59843197, compound → HCID 59843290, compound

HRID 2196564Notes

Reaction equation

HRID 2196564 reaction equation
[O:1]1CCCO[CH:2]1[C:7]1[CH:8]=[C:9]([N:13]2[C:17]([C:18]([NH:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[O:28][CH3:29])=[O:19])=[CH:16][C:15]([C:30]([F:33])([F:32])[F:31])=[N:14]2)[CH:10]=[CH:11][CH:12]=1>CC(O)=O.O>[CH:2]([C:7]1[CH:8]=[C:9]([N:13]2[C:17]([C:18]([NH:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[O:28][CH3:29])=[O:19])=[CH:16][C:15]([C:30]([F:32])([F:33])[F:31])=[N:14]2)[CH:10]=[CH:11][CH:12]=1)=[O:1]

Participants

4

Reactant 1

HCID 59843197HCID 59843197, compound

Product 1

HCID 59843290HCID 59843290, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Conditions

Temperature
90 °C

Procedure

A stirred solution of 148 (105 mg, 0.228 mmol) in AcOH (1.8 mL) and water (0.5 mL) was allowed to stir at 90° C. for 2 h. After cooling to room temperature, water was added and the mixture was extracted with EtOAc and the extractis were dried over Na2SO4 and concentrated to give crude 149 (92 mg, 0.228 mmol, 100% yield) as a pale yellow solid. The material was used as is for the next step.

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionthe mixture was extracted with EtOAc
  3. dry with materialthe extractis were dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0fbdffe1bbb24b0ab087b94daa6f1633
Source dataset
uspto-grants-2012_12
Patent number
US08338437B2

Reaction notes

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