N-(3-Aminopropyl)morpholine → HCID 59550874, compound

HRID 1169735Notes

Reaction equation

HRID 1169735 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][NH2:10])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(C(C)C)C(C)C)C.[Cl:20][C:21]1[N:26]=[C:25](Cl)[C:24]([I:28])=[CH:23][N:22]=1>C(#N)C>[Cl:20][C:21]1[N:26]=[C:25]([NH:10][CH2:9][CH2:8][CH2:7][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[C:24]([I:28])=[CH:23][N:22]=1

Participants

5

Reactant 3

HCID 61055N-(3-Aminopropyl)morpholineHCID 81531DiisopropylethylamineHCID 2634382,4-Dichloro-5-iodopyrimidine

Product 1

HCID 59550874HCID 59550874, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
-35 °C

Procedure

In accordance with procedure 2, 3-morpholin-4-yl-propylamine (0.73 ml, 5 mmol) and N-ethyldiisopropylamine (1.71 ml, 10 mmol) are dissolved in 100 ml acetonitrile under argon and cooled to −35° C. The solution of 2,4-dichloro-5-iodo-pyrimidine (1.37, 5.0 mmol) in 50 ml acetonitrile is then added dropwise at −35° C. internal temperature. Stirred 1 hr further at −30 to −20° C., then slowly warmed up to RT and stirred for 3 days at RT.

Workup

  1. temperatureslowly warmed up to RT
  2. stirringstirred for 3 days at RT

Sources & evidence

ORD record
ord-c783706b221c42fdac77dab0f9a5ab68
Source dataset
uspto-grants-2010_11
Patent number
US07825128B2

Reaction notes

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