1,4-Dioxane hydrochloride → HCID 136330178, compound

HRID 1819371Notes

Reaction equation

HRID 1819371 reaction equation
C(OC([N:8]1[CH:17]([CH:18]([OH:36])[CH:19]([O:21][C:22](=[O:35])[CH:23]([NH:27]C(OC(C)(C)C)=O)[CH:24]([CH3:26])[CH3:25])[CH3:20])[CH2:16][NH:15][C:14]2[NH:13][C:12]([NH2:37])=[N:11][C:10](=[O:38])[C:9]1=2)=O)(C)(C)C.[ClH:39].O1CCOCC1>O1CCOCC1>[ClH:39].[ClH:39].[NH2:37][C:12]1[NH:11][C:10](=[O:38])[C:9]2[NH:8][CH:17]([CH:18]([OH:36])[CH:19]([O:21][C:22](=[O:35])[CH:23]([NH2:27])[CH:24]([CH3:25])[CH3:26])[CH3:20])[CH2:16][NH:15][C:14]=2[N:13]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178449829HCID 178449829, compound

Product 1

HCID 136330178HCID 136330178, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The product of step d) (1.75 g, 3.24 mmol) was dissolved in dioxane (10 ml) and treated with 4N HCl/dioxane (80 mL, 320 mmol). The reaction mixture was stirred at room temperature under an atmosphere of nitrogen for 2 h. The product was isolated by filtration and dried in nitrogen purged vacuum oven at 45° C. to give 1.34 g (100%) of the title compound as a white solid. 1H NMR (CD3OD) δ 5.11 (t, J=6.6 Hz, 1H), 4.22 (dd, J=2.4 Hz, J=6.9 Hz, 1H), 4.02 (d, J=4.5 Hz, 1H), 3.73 (d, J=11.4 Hz, 1H), 3.66 (s, 2H), 3.61-3.57 (m, 2H), 2.4-2.3 (m, 1H), 1.43 (d, J=6.3 Hz, 3H), 1.12-1.05 (dd, J=7.0 Hz, J=12 Hz, 6H). MS: ESI (positive): 341 (M+H).

Workup

  1. customThe product was isolated by filtration
  2. customdried in nitrogen
  3. custompurged vacuum oven at 45° C.

Sources & evidence

ORD record
ord-e60c1b9fcc4a48c38ae329b9d27243bb
Source dataset
uspto-grants-2009_10
Patent number
US07601717B2

Reaction notes

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