HCID 86692141, compound → HCID 68027267, compound

HRID 527932Notes

Reaction equation

HRID 527932 reaction equation
[H][H].[N:3]1[C:8]2[NH:9][CH:10]=[CH:11][C:7]=2[C:6]([N:12]2[CH2:16][CH2:15][C@@H:14]([N:17]([CH3:25])[C:18]3[CH:23]=[CH:22][N:21]=[C:20](Cl)[N:19]=3)[CH2:13]2)=[N:5][CH:4]=1>CO.[Pd]>[N:3]1[C:8]2[NH:9][CH:10]=[CH:11][C:7]=2[C:6]([N:12]2[CH2:16][CH2:15][C@@H:14]([N:17]([CH3:25])[C:18]3[CH:23]=[CH:22][N:21]=[CH:20][N:19]=3)[CH2:13]2)=[N:5][CH:4]=1

Participants

5

Reactant 2

HCID 86692141HCID 86692141, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68027267HCID 68027267, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Under the atmosphere of hydrogen, a mixture of (R)—N-(1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)-2-chloro-N-methylpyrimidin-4-amine (30 mg, 0.09 mmol), Pd/C (10 wt. %, 20.0 mg) was stirred in 3.0 mL methanol at ambient temperature for 4 h. The catalyst was removed by filtration and the filtrate was concentrated. The residue was purified by preparative TLC (DCM/MeOH=15/1) to give the title compound. MS (m/z): 296 (M+H)+.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by preparative TLC (DCM/MeOH=15/1)

Sources & evidence

ORD record
ord-733715eacc344e40a4625b587300a07f
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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