2-Methyl-2-butene → HCID 57526837, compound

HRID 1452626Notes

Reaction equation

HRID 1452626 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8][CH:9]=[O:10])=[C:6]([N:11]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH3:27])=[CH:21][CH:20]=2)[C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[N:5]2[N:28]=[CH:29][CH:30]=[C:4]2[N:3]=1.P([O-])(O)(O)=[O:32].[Na+].CC(=CC)C.Cl([O-])=O.[Na+]>O.C(O)(C)(C)C>[C:14]([O:13][C:12]([N:11]([C:19]1[CH:20]=[CH:21][C:22]([O:25][CH2:26][CH3:27])=[CH:23][CH:24]=1)[C:6]1[N:5]2[N:28]=[CH:29][CH:30]=[C:4]2[N:3]=[C:2]([Cl:1])[C:7]=1[CH2:8][C:9]([OH:32])=[O:10])=[O:18])([CH3:16])([CH3:15])[CH3:17]

Participants

7

Reactant 4

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 57526819HCID 57526819, compound

Product 1

HCID 57526837HCID 57526837, compoundYield 104.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6386tert-ButanolSolvent

Procedure

To a mixed solution of water (0.5 mL) and tert-butanol (5 mL) containing tert-butyl [5-chloro-6-(2-oxoethyl)pyrazolo[1,5-a]pyrimidin-7-yl](4-ethoxyphenyl)carbamate (431 mg, 1.0 mmol), sodium dihydrogen phosphate (1.56 g, 10 mmol), 2-methyl-2-butene (1.1 mL, 10 mmol) and sodium chlorite (181 mg, 2.0 mmol) were added, and this mixture was stirred at room temperature for 4 hr. After the reaction, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate. After the sodium sulfate was filtered off, the solvent was distilled off to obtain the title compound (468 mg).

Workup

  1. additionwere added
  2. additionwas added to the reaction solution
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationAfter the sodium sulfate was filtered off
  6. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-95eb5b74598d4e7cbe06afac9a1b14be
Source dataset
uspto-grants-2009_01
Patent number
US07473694B2

Reaction notes

Loading…