HCID 71089559, compound → HCID 71089548, compound

HRID 710086Notes

Reaction equation

HRID 710086 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[O:15][C:16]3[CH:22]=[CH:21][C:20]([C:23]4[CH:31]=[CH:30][C:26]([C:27]([NH2:29])=[O:28])=[C:25]([F:32])[CH:24]=4)=[CH:19][C:17]=3[N:18]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[F:32][C:25]1[CH:24]=[C:23]([C:20]2[CH:21]=[CH:22][C:16]3[O:15][C:14]([CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)=[N:18][C:17]=3[CH:19]=2)[CH:31]=[CH:30][C:26]=1[C:27]([NH2:29])=[O:28]

Participants

4

Reactant 1

HCID 71089559HCID 71089559, compound

Product 1

HCID 71089548HCID 71089548, compoundYield 102.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Intermediate 24 (100 mg, 0.23 mmol) dissolved in MeOH (10 ml) and added Pd/C (100 mg). This mixture was stirred under 60 Psi hydrogen atmosphere in an autoclave for 16. After 16 h, reaction mass filtered through celite and celite was washed with MeOH. MeOH was removed on rotavapour to obtain the titled compound (80 mg) as an off-white solid.

Workup

  1. customreaction mass
  2. filtrationfiltered through celite and celite
  3. washwas washed with MeOH
  4. customMeOH was removed on rotavapour

Sources & evidence

ORD record
ord-dcce5459e5054e0d86ad8360939db9a3
Source dataset
uspto-grants-2015_11
Patent number
US09181214B2

Reaction notes

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