HCID 58748735, compound → HCID 58748706, compound

HRID 1662842Notes

Reaction equation

HRID 1662842 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([NH:20][CH2:21][CH2:22][N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[N:8][CH:9]=1)([O-])=O>CO>[NH2:1][C:4]1[CH:9]=[N:8][C:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([NH:20][CH2:21][CH2:22][N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[N:6][CH:5]=1

Participants

3

Reactant 1

HCID 58748735HCID 58748735, compound

Product 1

HCID 58748706HCID 58748706, compoundYield 7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Intermediate 44 (Example 92) (4.26 mmol, 1.0 equiv) dissolved in MeOH (0.05-1.0 M) was evacuated of air and placed under an argon blanket; Pd/C (10% by wt) was then added. The mixture was evacuated and then refilled with hydrogen and stirred at room temperature for 4 h. Filtration through CELITE with a MeOH wash, followed by concentration under reduced pressure afford the title compound as a white solid (100 mg, 7%). The crude amino-compound was used in the next step without purification. MS (ES+): m/z=363 (M+H)+. LC retention time: 1.34 min.

Workup

  1. customwas evacuated of air
  2. additionPd/C (10% by wt) was then added
  3. customThe mixture was evacuated
  4. additionrefilled with hydrogen
  5. filtrationFiltration through CELITE with a MeOH
  6. washwash
  7. concentrationfollowed by concentration under reduced pressure

Sources & evidence

ORD record
ord-7dcf97b9a48b40068d70ebfb68a5f9ae
Source dataset
uspto-grants-2011_10
Patent number
US08030487B2

Reaction notes

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