Hydrochloric Acid → HCID 11561258, compound

HRID 1394139Notes

Reaction equation

HRID 1394139 reaction equation
C(OC([N:8]1[CH2:12][C@@H:11]([CH2:13][NH:14][C:15](=[O:29])[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])=[O:23])[CH:17]=2)[CH2:10][C@H:9]1[C:30]([N:32]1[CH2:36][CH2:35][S:34][CH2:33]1)=[O:31])=O)(C)(C)C.Cl.O1CCOCC1>CO>[CH3:28][S:25]([NH:24][C:22]([C:18]1[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=1)[C:15]([NH:14][CH2:13][C@H:11]1[CH2:10][C@@H:9]([C:30]([N:32]2[CH2:36][CH2:35][S:34][CH2:33]2)=[O:31])[NH:8][CH2:12]1)=[O:29])=[O:23])(=[O:26])=[O:27]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69241455HCID 69241455, compound

Product 1

HCID 11561258HCID 11561258, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of Example 32C (372.1 mg, 0.69 mmol) in methanol (5 mL) was slowly added a solution of 4 M HCl in dioxane (1.6 mL, 6.4 mmol) at 0° C. over 10 minutes via addition funnel. The mixture was allowed to stir for 5 hours at room temperature and then was concentrated under reduced pressure to provide the titled compound. MS (ESI) m/e 441 (M+H)+, 439 (M−H)−; 1H NMR (400 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), 7.63 (m, 1H) 8.06 (d, 1H) 8.10 (d, 1H) 8.39 (s, 1H).

Workup

  1. additionvia addition funnel
  2. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-03922915294148a098662ebeb3537510
Source dataset
uspto-grants-2008_03
Patent number
US07348346B2

Reaction notes

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