HCID 86692155, compound → HCID 68027261, compound

HRID 527936Notes

Reaction equation

HRID 527936 reaction equation
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([N:10]2[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:26])[C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[C:18]([NH2:25])[N:17]=3)[CH2:11]2)=[N:3][CH:2]=1>C(O)C>[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([N:10]2[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:26])[C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[C:18]([NH2:25])[N:17]=3)[CH2:11]2)=[N:3][CH:2]=1

Participants

3

Reactant 1

HCID 86692155HCID 86692155, compound

Product 1

HCID 68027261HCID 68027261, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (R)—N2-(1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)-N2-methyl-5-nitropyridine-2,6-diamine (320 mg, 0.90 mmol) in ethanol (35 mL) was degassed and purged with N2. Pd/C (10%, 100 mg) was added, degassed and purged with H2 and then stirred under hydrogen atmosphere at ambient temperature for 20 hours. The catalyst was removed by filtration and the filtrate was concentrated to give the title product. MS (m/z): 325 (M+H)+.

Workup

  1. custompurged with N2
  2. additionPd/C (10%, 100 mg) was added
  3. customdegassed
  4. custompurged with H2
  5. customThe catalyst was removed by filtration
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-924852f6e3d74f1b84cebac1c7631f2e
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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