HCID 69242804, compound → HCID 11675251, compound

HRID 2242187Notes

Reaction equation

HRID 2242187 reaction equation
C(OC([N:8]1[CH2:12][C@@H:11]([CH2:13][NH:14][C:15](=[O:26])[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([O:24][CH3:25])=[O:23])[CH:17]=2)[CH2:10][C@H:9]1[C:27]([N:29]1[CH2:33][CH2:32][S:31][CH2:30]1)=[O:28])=O)(C)(C)C>Cl.O1CCOCC1>[CH3:25][O:24][C:22](=[O:23])[C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([C:15]([NH:14][CH2:13][C@H:11]2[CH2:10][C@@H:9]([C:27]([N:29]3[CH2:33][CH2:32][S:31][CH2:30]3)=[O:28])[NH:8][CH2:12]2)=[O:26])[CH:17]=1

Participants

4

Reactant 1

HCID 69242804HCID 69242804, compound

Product 1

HCID 11675251HCID 11675251, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 18A (100 mg) in 4 M HCl in dioxane (2 mL) was stirred at room temperature for 16 hours, and concentrated under reduced pressure. The residue was taken up and concentrated under reduced pressure under the following solvents, methanol (10 mL), ether (10 mL) and dichloromethane (10 mL) to provide the titled compound as a pale yellow solid. MS (ESI) m/e 378 (M+H)+; 1H NMR (500 MHz, CD3OD): δ ppm 1.80 (m, 1 H), 2.74 (m, 1 H), 2.82 (m, 1 H), 3.09 (m, 1 H), 3.16 (q, 1 H), 3.23 (dd, 1 H), 3.33 (m, 1 H), 3.56 (m, 3 H), 3.74 (m, 1 H), 3.88 (m, 1 H), 3.93 (d, 3 H), 4.52 (m, 1 H), 4.67 (m, 2 H), 7.61 (m, 1 H), 8.07 (m, 1 H), 8.19 (d, 1 H), 8.49 (m, 1 H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. concentrationconcentrated under reduced pressure under the following solvents, methanol (10 mL), ether (10 mL) and dichloromethane (10 mL)

Sources & evidence

ORD record
ord-a5caf3ebcddd420c9b542deafb2fc107
Source dataset
uspto-grants-2010_03
Patent number
US07671076B2

Reaction notes

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