1,4-Dioxane hydrochloride → HCID 69638156, compound

HRID 11867Notes

Reaction equation

HRID 11867 reaction equation
C([N:8]([CH2:16][C:17]1[CH:43]=[CH:42][C:20]([C:21]([NH:23][C@@H:24]([CH2:28][CH2:29][CH2:30][NH:31][C:32]2[CH:33]=[CH:34][CH:35]=[C:36]3[C:41]=2[N:40]=[CH:39][CH:38]=[CH:37]3)[C:25]([OH:27])=[O:26])=[O:22])=[CH:19][CH:18]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)(OC(C)(C)C)=O.Cl.O1CCOCC1>CO>[N:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][NH:8][CH2:16][C:17]1[CH:18]=[CH:19][C:20]([C:21]([NH:23][C@@H:24]([CH2:28][CH2:29][CH2:30][NH:31][C:32]2[CH:33]=[CH:34][CH:35]=[C:36]3[C:41]=2[N:40]=[CH:39][CH:38]=[CH:37]3)[C:25]([OH:27])=[O:26])=[O:22])=[CH:42][CH:43]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 21043777HCID 21043777, compound

Product 1

HCID 69638156HCID 69638156, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 53-3 (19.0 mg) was dissolved in methanol (0.19 ml) and 4 mol/l hydrochloric acid/dioxane (0.19 ml) was added. After 2.5 hours, the reaction solution was concentrated and azeotropically distilled with methanol. The residue was purified by silica gel column chromatography (1 g, chloroform/methanol/water=7/3/0.5). The obtained title compound was dissolved in methanol. Activated carbon (4 mg) was added to the solution, followed by filtration and concentration. After the addition of 1 mol/l hydrochloric acid and a small amount of methanol, the residue was concentrated and dried under reduced pressure to obtain hydrochloride of the title compound (17.9 mg) as a yellow solid.

Workup

  1. concentrationthe reaction solution was concentrated
  2. distillationazeotropically distilled with methanol
  3. customThe residue was purified by silica gel column chromatography (1 g, chloroform/methanol/water=7/3/0.5)

Sources & evidence

ORD record
ord-2bfa4290bd144e32ab8ac973d4d7ed90
Source dataset
uspto-grants-2006_08
Patent number
US07098215B2

Reaction notes

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