Acetone → 3-(4-Chloro-6-morpholin-4-yl-1,3,5-triazin-2-yl)-8-oxa-3-azabicyclo[3.2.1]octane

HRID 707076Notes

Reaction equation

HRID 707076 reaction equation
CC(C)=O.Cl[C:6]1[N:11]=[C:10]([Cl:12])[N:9]=[C:8]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[N:7]=1.[CH:19]12[O:26][CH:23]([CH2:24][CH2:25]1)[CH2:22][NH:21][CH2:20]2>C(N(CC)CC)C>[Cl:12][C:10]1[N:9]=[C:8]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[N:7]=[C:6]([N:21]2[CH2:20][CH:19]3[O:26][CH:23]([CH2:24][CH2:25]3)[CH2:22]2)[N:11]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 810762,4-Dichloro-6-morpholino-1,3,5-triazineHCID 120692318-Oxa-3-azabicyclo[3.2.1]octane

Product 1

HCID 579982803-(4-Chloro-6-morpholin-4-yl-1,3,5-triazin-2-yl)-8-oxa-3-azabicyclo[3.2.1]octane

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a stirred acetone/crushed ice suspension of 2,4-dichloro-6-morpholin-4-yl-[1,3,5]triazine (1.5 g, 6.5 mmol), 8-oxa-3-azabicyclo[3.2.1]octane (980 mg, 6.5 mmol) and triethylamine (3 ml) was added and stirred at room temperature for 6 hours. At the end, the separated solid was filtered and washed with water. The crude product was found to be pure enough for further transformations. Yield: 2.0 g (99%); mp. 118; (M+H) 313.1

Workup

  1. additionwas added
  2. filtrationAt the end, the separated solid was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-2222181f933343359721638975c947c5
Source dataset
uspto-grants-2015_11
Patent number
US09174963B2

Reaction notes

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