Triethylamine → 8-(4-Chloro-6-morpholino-1,3,5-triazin-2-yl)-3-oxa-8-azabicyclo[3,2,1]octane

HRID 536807Notes

Reaction equation

HRID 536807 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[N:3]=1.Cl.[CH:16]12[NH:23][CH:20]([CH2:21][CH2:22]1)[CH2:19][O:18][CH2:17]2.CCN(CC)CC>C(Cl)Cl>[Cl:8][C:6]1[N:5]=[C:4]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[N:3]=[C:2]([N:23]2[CH:16]3[CH2:22][CH2:21][CH:20]2[CH2:19][O:18][CH2:17]3)[N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 810762,4-Dichloro-6-morpholino-1,3,5-triazineHCID 534011293-Oxa-8-azabicyclo(3.2.1)octane hydrochloride

Product 1

HCID 866365168-(4-Chloro-6-morpholino-1,3,5-triazin-2-yl)-3-oxa-8-azabicyclo[3,2,1]octaneYield 96.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(4,6-dichloro-1,3,5-triazin-2-yl)morpholine (2.34 g, 10 mmol) in CH2Cl2 (100 mL) were added 3-oxa-8-azabicyclo[3,2,1]octane hydrochloride (1.645 g, 11 mmol) and Et3N (4.2 mL, 30 mmol). The mixture was stirred at room temperature over night. The reaction mixture was washed with water and brine, and dried over MgSO4. The solvent was removed in vacuum to give the title compound as white solid (3.0 g, 96% yield). MS (ESI) m/z 312.1.

Workup

  1. washThe reaction mixture was washed with water and brine
  2. dry with materialdried over MgSO4
  3. customThe solvent was removed in vacuum

Sources & evidence

ORD record
ord-ac6fb6f4bac54c038c7c39d7479610b9
Source dataset
uspto-grants-2014_10
Patent number
US08859542B2

Reaction notes

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