Methanol → HCID 67103855, compound

HRID 2080852Notes

Reaction equation

HRID 2080852 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]([CH2:28][C:29]#N)[CH2:17][CH2:18][CH2:19][CH2:20][N:21]([CH2:25][CH2:26][CH3:27])[CH2:22][CH2:23][CH3:24])=[CH:11][CH:10]=1)(C)(C)C.Cl.[O:33]1CCOC[CH2:34]1.C[OH:40]>>[CH3:34][O:33][C:29](=[O:40])[CH2:28][N:16]([CH2:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][NH2:7])=[CH:14][CH:13]=1)[CH2:17][CH2:18][CH2:19][CH2:20][N:21]([CH2:22][CH2:23][CH3:24])[CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 3

HCID 887MethanolHCID 204431481,4-Dioxane hydrochlorideHCID 86614913HCID 86614913, compound

Product 1

HCID 67103855HCID 67103855, compound

Procedure

The compound (265 mg) obtained in Example 63-1 was dissolved in anhydrous methanol (2.5 ml) and added with a 4 mol/l hydrogen chloride/dioxane solution (5.00 ml) and the whole was stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off. The resultant was added with a saturated aqueous sodium hydrogen carbonate solution. The whole was subjected to extraction with chloroform and washed with a saturated saline solution. The organic layer was dried with anhydrous sodium sulfate. The solvent was distilled off, thereby obtaining the subject compound (161 mg) as a pale-yellow oily substance.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. additionThe resultant was added with a saturated aqueous sodium hydrogen carbonate solution
  4. extractionThe whole was subjected to extraction with chloroform
  5. washwashed with a saturated saline solution
  6. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  7. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-6291ba8d2aa048eca54056e4b1600e39
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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