Hydrochloric Acid → HCID 11716843, compound

HRID 1394141Notes

Reaction equation

HRID 1394141 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, 1H), 2.74 (m, 1H), 2.84 (m, 1H), 3.09 (m, 1H), 3.16 (t, 1H), 3.24 (m, 1H), 3.52 (dd, 2H), 3.55 (m, 1H), 3.74 (m, 1H), 3.88 (m, 1H), 4.51 (m, 1H), 4.65 (d, 1H), 4.70 (d, 1H), 8.33 (s, 1H) 9.11 (s, 1H).

Workup

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

Sources & evidence

ORD record
ord-fc03fc309e474e188392ad966bd5b5e0
Source dataset
uspto-grants-2008_03
Patent number
US07348346B2

Reaction notes

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