HCID 86608382, compound → HCID 68514823, compound

HRID 882747Notes

Reaction equation

HRID 882747 reaction equation
[C:1]([O:5][C:6](=[O:27])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([N:18]=[N+]=[N-])[N:15]=[C:14]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[N:13]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]>O1CCCC1.CO.[Pd]>[C:1]([O:5][C:6](=[O:27])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([NH2:18])[N:15]=[C:14]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[N:13]=1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 1

HCID 86608382HCID 86608382, compound

Product 1

HCID 68514823HCID 68514823, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

[2-(6-azido-2-morpholin-4-yl-pyrimidin-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester was dissolved in a mixture of tetrahydrofuran (200 mL) and methanol (20 mL). To the solution was added 10% palladium on carbon (2 g) and the reaction was stirred under an atmosphere of hydrogen for 24 hours. The reaction was then filtered through celite and evaporated to give [2-(6-amino-2-morpholin-4-yl-pyrimidin-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester (5.0 g).

Workup

  1. filtrationThe reaction was then filtered through celite
  2. customevaporated

Sources & evidence

ORD record
ord-cbdd86db1dad4339bb9c52c8b77b7d72
Source dataset
uspto-grants-2012_08
Patent number
US08236795B2

Reaction notes

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