HCID 69034658, compound → HCID 69034567, compound

HRID 351384Notes

Reaction equation

HRID 351384 reaction equation
[CH:1]([N:4]([CH3:43])[C@@H:5]1[CH2:10][CH2:9][C@H:8]([N:11]2[CH2:15][CH2:14][C@@H:13]([CH2:16][C:17]3([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=4)OCC[O:18]3)[C:12]2=[O:32])[C@H:7]([CH2:33][S:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)(=[O:36])=[O:35])[CH2:6]1)([CH3:3])[CH3:2]>CC#N.Cl.C(OCC)(=O)C>[O:18]=[C:17]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:30])([F:31])[F:29])[CH:23]=1)[CH2:16][C@@H:13]1[CH2:14][CH2:15][N:11]([C@H:8]2[CH2:9][CH2:10][C@@H:5]([N:4]([CH:1]([CH3:2])[CH3:3])[CH3:43])[CH2:6][C@H:7]2[CH2:33][S:34]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)(=[O:36])=[O:35])[C:12]1=[O:32]

Participants

5

Reactant 1

HCID 69034658HCID 69034658, compound

Product 1

HCID 69034567HCID 69034567, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of Example 40 (74.4 mg, 0.120 mmol) in CH3CN (0.9 mL) and 1 M HCl (0.9 mL) was heated at 60° C. for 5 h. The mixture was diluted with ethyl acetate (500 mL), washed with satd NaHCO3 (3×150 mL) and brine (2×100 mL), dried over Na2SO4, filtered, and evaporated to dryness. The residue was lyophilized from CH3CN/H2O to the title compound as a white solid (70.2 mg, >99): ESI MS m/z 579 [C30H37F3N2O4S+H]+.

Workup

  1. washwashed with satd NaHCO3 (3×150 mL) and brine (2×100 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-40c50dc686194fb5bd68f67f980c7005
Source dataset
uspto-grants-2007_02
Patent number
US07183270B2

Reaction notes

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