Hydrochloric Acid → HCID 11561258, compound

HRID 2242198Notes

Reaction equation

HRID 2242198 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, 1 H), 2.74 (m, 1 H), 2.84 (m, 1 H), 3.09 (m, 1 H), 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), 7.63 (m, 1 H) 8.06 (d, 1 H) 8.10 (d, 1 H) 8.39 (s, 1 H).

Workup

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

Sources & evidence

ORD record
ord-3ed4b715431c4b4e89b2291e55ed609b
Source dataset
uspto-grants-2010_03
Patent number
US07671076B2

Reaction notes

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