Benzyl 3-(2-amino-6-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-amino}pyrimidin-4-yl)piperidine-1-carboxylate → HCID 58733356, compound

HRID 16463Notes

Reaction equation

HRID 16463 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH:8]2[CH2:13][CH2:12][CH2:11][N:10](C(OCC3C=CC=CC=3)=O)[CH2:9]2)[CH:5]=[C:4]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][C:32]3[CH:37]=[CH:36][N:35]=[C:34]4[NH:38][CH:39]=[CH:40][C:33]=34)=[C:27]([F:41])[CH:26]=2)[N:3]=1>C(O)C.[Pd]>[F:41][C:27]1[CH:26]=[C:25]([NH:24][C:4]2[CH:5]=[C:6]([CH:8]3[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]3)[N:7]=[C:2]([NH2:1])[N:3]=2)[CH:30]=[CH:29][C:28]=1[O:31][C:32]1[CH:37]=[CH:36][N:35]=[C:34]2[NH:38][CH:39]=[CH:40][C:33]=12

Participants

4

Reactant 1

HCID 58733285Benzyl 3-(2-amino-6-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-amino}pyrimidin-4-yl)piperidine-1-carboxylate

Product 1

HCID 58733356HCID 58733356, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

At room temperature, 1.36 g (2.46 mmol) of benzyl 3-(2-amino-6-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amino}pyrimidin-4-yl)piperidine-1-carboxylate (from example LXXIV) and 0.4 g of 10% palladium-on-carbon in ethanol are stirred under an atmosphere of hydrogen for 24 hours. The suspension is filtered off with suction through Celite®, and the filtrate is concentrated.

Workup

  1. customAt room temperature
  2. customare stirred under an atmosphere of hydrogen for 24 hours
  3. filtrationThe suspension is filtered off with suction through Celite®
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-924c86191f974a7ca623a320e52b2e58
Source dataset
uspto-grants-2010_06
Patent number
US07737153B2

Reaction notes

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