Hydrochloric Acid → HCID 87173151, compound

HRID 1157737Notes

Reaction equation

HRID 1157737 reaction equation
[CH3:1][N:2]([C@@H:10]([CH3:38])[C:11](=[O:37])[NH:12][C@@H:13]([CH2:34][C:35]#[CH:36])[C:14](=[O:33])[N:15]1[CH2:19][CH2:18][CH2:17][C@H:16]1[C:20](=[O:32])[NH:21][C@H:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][CH2:23]1)C(=O)OC(C)(C)C.C(OCC)(=O)C.[ClH:45]>O1CCOCC1>[ClH:45].[CH3:1][NH:2][C@@H:10]([CH3:38])[C:11]([NH:12][C@@H:13]([CH2:34][C:35]#[CH:36])[C:14]([N:15]1[CH2:19][CH2:18][CH2:17][C@H:16]1[C:20]([NH:21][C@H:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][CH2:23]1)=[O:32])=[O:33])=[O:37]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 59512057HCID 59512057, compound

Product 1

HCID 87173151HCID 87173151, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound of Example 3 (33 mg) was dissolved in 4N HCl in dioxane (2 mL). This was stirred for approximately 15 mins. By TLC (100% ethyl acetate), UV spot was baseline. Excess 4N HCl in dioxane was removed via vacuum. For final compounds, material was left on vacuum pump overnight. For batch 2, material was dissolved in HPLC grade water, filtered through a 0.45 micron filter, and lyophilized overnight to give the title compound as a white semi-fluffy solid. 1H NMR (CD3OH): consistent with proposed structure. MS (m/z): 424.3.

Workup

  1. customExcess 4N HCl in dioxane was removed via vacuum
  2. waitFor final compounds, material was left on vacuum pump overnight
  3. dissolutionFor batch 2, material was dissolved in HPLC grade water
  4. filtrationfiltered through a 0.45 micron
  5. filtrationfilter
  6. waitlyophilized overnight

Sources & evidence

ORD record
ord-d2810d230ab243bab073c5bf84255c90
Source dataset
uspto-grants-2010_10
Patent number
US07807699B2

Reaction notes

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