HCID 178478361, compound → HCID 178420046, compound

HRID 1051328Notes

Reaction equation

HRID 1051328 reaction equation
Cl[C:2]1[C:3]2[N:4]([C:8]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([CH2:17][N:18]4[CH2:23][CH2:22][CH:21]([C:24]5[N:28]=[C:27]([C:29]6[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=6)[NH:26][N:25]=5)[CH2:20][CH2:19]4)=[CH:13][CH:12]=3)[N:10]=2)[CH:5]=[CH:6][N:7]=1>CO.[Pd]>[C:35]1([C:8]2[N:4]3[CH:5]=[CH:6][N:7]=[CH:2][C:3]3=[N:10][C:9]=2[C:11]2[CH:12]=[CH:13][C:14]([CH2:17][N:18]3[CH2:23][CH2:22][CH:21]([C:24]4[N:28]=[C:27]([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=5)[NH:26][N:25]=4)[CH2:20][CH2:19]3)=[CH:15][CH:16]=2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 1

HCID 178478361HCID 178478361, compound

Product 1

HCID 178420046HCID 178420046, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of example 26 (0.1 g, 0.18 mM) in 10 mL of methanol is added 40 mg Pd/C (10%). The reaction mixture is stirred at RT under hydrogen atmosphere overnight. The reaction mixture is filtered through celite and concentrated. It is then purified by column chromatography and washed with water to obtain the desired compound.

Workup

  1. filtrationThe reaction mixture is filtered through celite and
  2. concentrationconcentrated
  3. customIt is then purified by column chromatography
  4. washwashed with water

Sources & evidence

ORD record
ord-0e75aef4a8f443f0aeb6b3d6888bfef9
Source dataset
uspto-grants-2016_07
Patent number
US09387204B2

Reaction notes

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