HCID 89630046, compound → HCID 89629993, compound

HRID 882154Notes

Reaction equation

HRID 882154 reaction equation
[Br:1][C:2]1[C:10]2[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-])=O)[CH:12]=3)=[N:8][CH:7]=[N:6][C:5]=2[NH:4][CH:3]=1>CO.[Pt]>[Br:1][C:2]1[C:10]2[C:9]([C:11]3[CH:12]=[C:13]([CH:14]=[CH:15][CH:16]=3)[NH2:17])=[N:8][CH:7]=[N:6][C:5]=2[NH:4][CH:3]=1

Participants

4

Reactant 1

HCID 89630046HCID 89630046, compound

Product 1

HCID 89629993HCID 89629993, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

To 5-bromo-4-(3-nitrophenyl)-7H-pyrrolo[2,3-d]pyrimidine (9.5 g, 30 mmol) in methanol (99 mL) was added 3% Pt on carbon doped with 0.6% V (4.84 g, 0.744 mmol) and the mixture was stirred under H2 balloon overnight. The mixture was filtered over Celite and the filtrate washed with DCM/MeOH. The reaction solution was then concentrated under reduced pressure to afford 3-(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline. LRMS (ESI) calc'd for C12H10BrN4[M+H]+: 289, found 289.

Workup

  1. filtrationThe mixture was filtered over Celite
  2. washthe filtrate washed with DCM/MeOH
  3. concentrationThe reaction solution was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-e8760c33373c49c8bfb3e56dbe5d7e5e
Source dataset
uspto-grants-2015_03
Patent number
US08993756B2

Reaction notes

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