Methanol → HCID 23155587, compound

HRID 2080822Notes

Reaction equation

HRID 2080822 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][C:11](=O)[N:12]([C:16]1[CH:21]=[C:20]([C:22]#[N:23])[CH:19]=[CH:18][C:17]=1[NH2:24])[CH2:13][CH2:14][CH3:15])(C)(C)C.Cl.O1CCOCC1.CO.C(Cl)(Cl)Cl>C(OCC)(=O)C>[NH2:7][CH2:8][CH2:9][CH2:10][C:11]1[N:12]([CH2:13][CH2:14][CH3:15])[C:16]2[CH:21]=[C:20]([C:22]#[N:23])[CH:19]=[CH:18][C:17]=2[N:24]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6212ChloroformHCID 204431481,4-Dioxane hydrochlorideHCID 67103761HCID 67103761, compound

Product 1

HCID 23155587HCID 23155587, compoundYield 124.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The compound (0.375 g) obtained in Example 46-3 was dissolved in ethyl acetate (4.0 ml) and added with a 4 mol/l hydrogen chloride/dioxane solution (1.09 ml). The whole was stirred for 20 minutes and added with methanol (8.0 ml), followed by distillating off the solvent. The concentrate was added with chloroform and washed with a 1 mol/l sodium hydroxide aqueous solution, and the aqueous layer was extracted with chloroform. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off, thereby obtaining a crude product (0.314 g) containing the subject compound as an amber liquid.

Workup

  1. washwashed with a 1 mol/l sodium hydroxide aqueous solution
  2. extractionthe aqueous layer was extracted with chloroform
  3. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-22ae18b8f07143bb97d9ad48f034e2bf
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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