Hydrochloric Acid → HCID 11716843, compound

HRID 2242201Notes

Reaction equation

HRID 2242201 reaction equation
C(OC([N:8]1[CH2:12][C@@H:11]([CH2:13][NH:14][C:15]([C:17]2[N:18]=[CH:19][S:20][CH:21]=2)=[O:16])[CH2:10][C@H:9]1[C:22]([N:24]1[CH2:28][CH2:27][S:26][CH2:25]1)=[O:23])=O)(C)(C)C.Cl.O1CCOCC1>CO.O>[S:26]1[CH2:27][CH2:28][N:24]([C:22]([C@H:9]2[NH:8][CH2:12][C@@H:11]([CH2:13][NH:14][C:15]([C:17]3[N:18]=[CH:19][S:20][CH:21]=3)=[O:16])[CH2:10]2)=[O:23])[CH2:25]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69242001HCID 69242001, compound

Product 1

HCID 11716843HCID 11716843, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of Example 55A (4.8 g, 11.3 mmol) in anhydrous methanol (10 mL) a solution of 4 M HCl in dioxane (22.5 mL, 90 mmol) was slowly added via addition funnel at 0° C. over 30 minutes. The mixture was stirred for 4 hours at room temperature and concentrated under reduced pressure to provide a yellow oil. The oil was dissolved in water, frozen, and lyophilized to provide a white power as the titled product. MS (ESI) m/e 327 (M+H)+, 325 (M−H)−; 1H NMR (500 MHz, CD3OD) δ ppm 1.80 (m, 1 H), 2.74 (m, 1 H), 2.84 (m, 1 H), 3.09 (m, 1H), 3.16 (t, 1 H), 3.24 (m, 1 H), 3.52 (dd, 2 H), 3.55 (m, 1 H), 3.74 (m, 1 H), 3.88 (m, 1 H), 4.51 (m, 1 H), 4.65 (d, 1 H), 4.70 (d, 1 H), 8.33 (s, 1 H) 9.11 (s, 1 H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto provide a yellow oil
  3. temperaturefrozen

Sources & evidence

ORD record
ord-c4f2542bcfe946429360a5f3a948f056
Source dataset
uspto-grants-2010_03
Patent number
US07671076B2

Reaction notes

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