Acetic Anhydride → HCID 11992609, compound

HRID 421818Notes

Reaction equation

HRID 421818 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:15])[CH2:10][CH2:9]2)[CH:3]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>N1C=CC=CC=1.C(Cl)(Cl)Cl>[C:22]([NH:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:15])[CH2:10][CH2:9]2)[CH:3]=1)(=[O:24])[CH3:23]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 11992608HCID 11992608, compound

Product 1

HCID 11992609HCID 11992609, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6212ChloroformSolvent

Procedure

2,2-Dimethylpropyl 4-(4-aminopyridin-2-yl)-1-piperazinecarboxylate (105 mg) obtained in Example 20 was dissolved in pyridine (2 mL), acetic anhydride (0.1 mL) was added thereto, and stirred at room temperature for 3 hours, and the reaction liquid was diluted with chloroform, washed with saturated sodium hydrogencarbonate and saturated saline water, and dried with anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was isolated and purified through thin-layer silica gel chromatography (chloroform/methanol=19/1) to obtain 52 mg of the entitled compound as a colorless oil.

Workup

  1. customthe reaction liquid
  2. washwashed with saturated sodium hydrogencarbonate and saturated saline water
  3. dry with materialdried with anhydrous sodium sulfate
  4. customThe solvent was evaporated away
  5. customthe resulting residue was isolated
  6. custompurified through thin-layer silica gel chromatography (chloroform/methanol=19/1)

Sources & evidence

ORD record
ord-6571c4d010324e0b817b4982a0839ffb
Source dataset
uspto-grants-2012_01
Patent number
US08101618B2

Reaction notes

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