HCID 49856295, compound → HCID 49857054, compound

HRID 1042017Notes

Reaction equation

HRID 1042017 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:13]3[CH:14]=[CH:15][N:16]=[CH:17][C:12]3=[N:11][C:10]=2[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[CH:4][CH:3]=1>CO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]2[N:13]3[CH2:14][CH2:15][NH:16][CH2:17][C:12]3=[N:11][C:10]=2[C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 49856295HCID 49856295, compound

Product 1

HCID 49857054HCID 49857054, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Example 28 was synthesized by the following way: to a stirred solution of Example 26 (761 mg, 2.36 mmol) in 10 mL of MeOH was added Pd/C (258 mg, 0.24 mmol). The reaction mixture was evacuated and back filled with H2. The reaction mixture was stirred at room temperature overnight. The solid was filtered off and solvent was removed. The product was subjected to mass-triggered HPLC purification. The obtained MeCN/water solution was combined and concentrated to give the final product as yellow oil after neutralization.

Workup

  1. customExample 28 was synthesized by the following way
  2. customThe reaction mixture was evacuated
  3. additionback filled with H2
  4. filtrationThe solid was filtered off
  5. customsolvent was removed
  6. customThe product was subjected to mass-triggered HPLC purification
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-ed520919b0844f6ab26f48435360b827
Source dataset
uspto-grants-2013_10
Patent number
US08557801B2

Reaction notes

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