Hydrochloric Acid → HCID 178523393, compound

HRID 1394136Notes

Reaction equation

HRID 1394136 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, 1H) 2.86 (m, 2H) 3.16 (m, 2H) 3.39 (m, 1H) 3.61 (s, 2H) 3.69 (m, 1H) 3.76 (s, 2H) 3.97 (m, 1H) 4.53 (m, 2H) 7.69 (m, 1H) 8.07 (m, 1H) 8.20 (m, 1H) 8.57 (s, 1H).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7754000e066642c68f3c49b2e23c27a9
Source dataset
uspto-grants-2008_03
Patent number
US07348346B2

Reaction notes

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