HCID 69323562, compound → HCID 25005358, compound

HRID 925090Notes

Reaction equation

HRID 925090 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]2[C:37]3[CH2:36][CH2:35][CH2:34][CH2:33][C:32]=3[C:31](=[O:38])[NH:30][N:29]=2)=[CH:23][C:3]=1[C:4]([N:6]1[CH2:12][CH2:11][CH2:10][N:9](C(OCC2C=CC=CC=2)=O)[CH2:8][CH2:7]1)=[O:5]>[Pd].ClCCl.CO>[N:6]1([C:4]([C:3]2[CH:23]=[C:24]([CH:25]=[CH:26][C:2]=2[F:1])[CH2:27][C:28]2[C:37]3[CH2:36][CH2:35][CH2:34][CH2:33][C:32]=3[C:31](=[O:38])[NH:30][N:29]=2)=[O:5])[CH2:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1

Participants

4

Reactant 1

HCID 69323562HCID 69323562, compound

Product 1

HCID 25005358HCID 25005358, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of EXAMPLE 544 (584 mg, 1.13 mmol) in 1:1 dichloromethane/methanol (20 mL) was added 10% Pd/C (150 mg) under nitrogen. The suspension was purged with hydrogen, and stirred under hydrogen at room temperature for 18 hours. Solid material was filtered off, and the filtrate was concentrated to provide the title compound. MS (DCI/NH3) m/z 385 (M+H)+.

Workup

  1. customThe suspension was purged with hydrogen
  2. filtrationSolid material was filtered off
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-179b649733514d4481dceebdecf001e5
Source dataset
uspto-grants-2016_03
Patent number
US09283222B2

Reaction notes

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