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

HRID 1513411Notes

Reaction equation

HRID 1513411 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-77a732099a874c09a407cd53067bb343
Source dataset
uspto-grants-2012_07
Patent number
US08217036B2

Reaction notes

Loading…