Triethylamine → HCID 21934693, compound

HRID 1241429Notes

Reaction equation

HRID 1241429 reaction equation
Br[CH:2]1[CH2:7][CH2:6][CH2:5][NH:4][C:3]1=[O:8].C(N(CC)CC)C.NC1N=CN=C([N:23]2[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]2)C=1>C(O)CCC>[O:8]=[C:3]1[CH:2]([N:23]2[CH2:24][CH2:25][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:27][CH2:28]2)[CH2:7][CH2:6][CH2:5][NH:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1181713-Bromopiperidin-2-oneHCID 21934614tert-Butyl 4-(6-aminopyrimidin-4-yl)piperazine-1-carboxylate

Product 1

HCID 21934693HCID 21934693, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
150 °C

Procedure

3-Bromopiperidin-2-one 51-1 (0.15 g, 0.87 mmol) was dissolved in n-butanol (4 mL) then triethyl amine (0.26 g, 2.60 mmol) was added followed by tert-butyl piperazine-1-carboxylate 12-1 (0.16 g, 0.87 mmol). This was then stirred at 150° C. for 1.5 hours and then the solid was filtered off, washed with n-butanol and then ethyl ether. Hi-Res MS: calc: 284.1969 found: 284.1966. 1H-NMR (CDCl3): 3.45 (br s, 2H); 3.26 (br s, 2H); 3.13 (complex, 3H); 2.74(m, 1H); 2.62(m, 1H); 1.98(m, 1H); 1.77(m, 1H); 1.55(complex, 3H); 1.45(t, 9H).

Workup

  1. filtrationthe solid was filtered off
  2. washwashed with n-butanol

Sources & evidence

ORD record
ord-44e4dce697cd4a18a6ddd654de9ad96a
Source dataset
uspto-grants-2006_10
Patent number
US07115597B2

Reaction notes

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