Hydrochloric Acid → HCID 178523393, compound

HRID 2242195Notes

Reaction equation

HRID 2242195 reaction equation
C(OC([N:8]1[CH2:12][C@@H:11]([CH2:13][NH:14][C:15](=[O:27])[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]3[NH:26][N:25]=[N:24][N:23]=3)[CH:17]=2)[CH2:10][C@H:9]1[C:28]([N:30]1[CH2:34][CH2:33][S:32][CH2:31]1)=[O:29])=O)(C)(C)C.Cl.O1CCOCC1>CO>[NH:26]1[C:22]([C:18]2[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=2)[C:15]([NH:14][CH2:13][C@H:11]2[CH2:10][C@@H:9]([C:28]([N:30]3[CH2:34][CH2:33][S:32][CH2:31]3)=[O:29])[NH:8][CH2:12]2)=[O:27])=[N:23][N:24]=[N:25]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178452178HCID 178452178, compound

Product 1

HCID 178523393HCID 178523393, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of Example 30B (292.8 mg, 0.6 mmol) dissolved in methanol (10 mL) was added a solution of 4N HCl in dioxane (1.5 mL, 4 M, 6 mmol) via syringe at room temperature. The mixture was allowed to stir for 12 hours at room temperature, concentrated under reduced pressure to provide the titled compound. MS (ESI) m/e 388 (M+H)+, 386 (M−H)−; 1H NMR (500 MHz, CD3OD) δ ppm 1.97 (m, 1 H) 2.86 (m, 2 H) 3.16 (m, 2 H) 3.39 (m, 1 H) 3.61 (s, 2 H) 3.69 (m, 1 H) 3.76 (s, 2H) 3.97 (m, 1 H) 4.53 (m, 2 H) 7.69 (m, 1 H) 8.07 (m, 1 H) 8.20 (m, 1 H) 8.57 (s, 1 H).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9256987ae6864b03ab3d6bf42ccdbbd2
Source dataset
uspto-grants-2010_03
Patent number
US07671076B2

Reaction notes

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