Hydrochloric Acid → HCID 67406902, compound

HRID 1174389Notes

Reaction equation

HRID 1174389 reaction equation
[CH2:1]([C@H:8]([NH:39][C:40](=[O:57])[C@H:41]([CH2:53][CH:54]([CH3:56])[CH3:55])[NH:42]C(OCC1C=CC=CC=1)=O)[C@@H:9]([OH:38])[CH2:10][C@@H:11]([NH:25][C:26](=[O:37])[C@H:27]([C:33]([CH3:36])([CH3:35])[CH3:34])[NH:28][C:29]([O:31][CH3:32])=[O:30])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[H][H]>C(OCC)(=O)C.CO.O1CCOCC1.[Pd]>[CH2:1]([C@H:8]([NH:39][C:40](=[O:57])[C@H:41]([CH2:53][CH:54]([CH3:55])[CH3:56])[NH2:42])[C@@H:9]([OH:38])[CH2:10][C@@H:11]([NH:25][C:26](=[O:37])[C@H:27]([C:33]([CH3:36])([CH3:35])[CH3:34])[NH:28][C:29]([O:31][CH3:32])=[O:30])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

8

Reactant 3

HCID 313Hydrochloric AcidHCID 67407962HCID 67407962, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67406902HCID 67406902, compoundYield 100.2%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 167A (40 mg, 0.051 mmol) in ethyl acetate (0.25 mL) and methanol (0.25 mL) was treated with 1N HCl in dioxane, a hydrogen balloon, and 10% Pd/C (11 mg, 0.01 mmol) at 25° C. for 16h. The mixture was filtered, rinsed with methanol, and the solvents were evaporated to give the title compound (33 mg, 100%).

Workup

  1. filtrationThe mixture was filtered
  2. washrinsed with methanol
  3. customthe solvents were evaporated

Sources & evidence

ORD record
ord-861436f35d2c47bbacff4b452f329053
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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