HCID 178418361, compound → HCID 178435149, compound

HRID 14410Notes

Reaction equation

HRID 14410 reaction equation
C(OC([NH:8][C:9]1[NH:37][CH2:36][C:35]2[CH:38]=[C:39]([Cl:40])[C:32](=[C:33]([Cl:41])[CH:34]=2)[NH:31][C:30](=[O:42])[CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26][CH2:25][CH:24]=[CH:23][CH2:22][O:21][C:20]2[CH:50]=[CH:51][C:17](=[CH:18][CH:19]=2)[C:16]2[C:12](=[C:13]([CH3:52])[S:14][N:15]=2)[C:11](=[O:53])[N:10]=1)=O)(C)(C)C.[H][H]>CO.[Pd]>[NH2:8][C:9]1[NH:37][CH2:36][C:35]2[CH:34]=[C:33]([Cl:41])[C:32](=[C:39]([Cl:40])[CH:38]=2)[NH:31][C:30](=[O:42])[CH2:29][NH:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][O:21][C:20]2[CH:19]=[CH:18][C:17](=[CH:51][CH:50]=2)[C:16]2[C:12](=[C:13]([CH3:52])[S:14][N:15]=2)[C:11](=[O:53])[N:10]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178435146HCID 178435146, compound

Product 1

HCID 178435149HCID 178435149, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The intermediate (20 mg) from Example 4, Step 4(C) was dissolved in methanol (4 mL), followed by the addition of 10-20 mg of 5% Pd/C. Hydrogen was introduced with a balloon and the reaction mixture was stirred at room temperature for 30 min. (longer reaction time for reaction at larger scale). The reaction mixture was filtered through Celite to remove the catalyst. Solvent was evaporated in vacuo to give a crude product, which was subjected to the protocol described in Example 1, Step 1(D) to yield the title compound.

Workup

  1. customlonger reaction time
  2. customfor reaction at larger scale)
  3. filtrationThe reaction mixture was filtered through Celite
  4. customto remove the catalyst
  5. customSolvent was evaporated in vacuo
  6. customto give a crude product, which

Sources & evidence

ORD record
ord-b5911d9bae4c4099ae43b016aef72a9f
Source dataset
uspto-grants-2010_06
Patent number
US07732434B2

Reaction notes

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