4-Methylmorpholine → HCID 12018738, compound

HRID 1860657Notes

Reaction equation

HRID 1860657 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:11]([F:12])=[CH:10][C:9]([CH2:13][C:14]([CH3:22])([CH3:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:8][C:7]=1[Br:23].CN1CCOCC1.F[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=1>>[Br:23][C:7]1[CH:8]=[C:9]([CH2:13][C:14]([CH3:22])([CH3:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:10]=[C:11]([F:12])[C:6]=1[O:5][CH2:4][CH2:3][CH2:2][NH:1][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=1

Participants

4

Reactant 3

HCID 79724-MethylmorpholineHCID 97462-FluoropyridineHCID 18624186HCID 18624186, compound

Product 1

HCID 12018738HCID 12018738, compound

Conditions

Temperature
115 °C

Procedure

A mixture of the product of STEP 8 (0.725 g, 1.24 mmol), 4-methylmorpholine (1.01 g, 10 mmol), and 2-fluoropyridine (10 ml) was heated at 115° C. for 18 h under N2. The cooled reaction was concentrated. The residue was purified by chromatography (on silica gel, CH2Cl2/CH3OH/NH4OH=97/2/1) to give a brown oil in 0.251 g. NMR spectra of the product were consistent for the proposed structure.

Workup

  1. customThe cooled reaction
  2. concentrationwas concentrated
  3. customThe residue was purified by chromatography (on silica gel, CH2Cl2/CH3OH/NH4OH=97/2/1)
  4. customto give a brown oil in 0.251 g

Sources & evidence

ORD record
ord-2a0c57f0c9e24071a01903eab1282214
Source dataset
uspto-grants-2003_03
Patent number
US06531494B1

Reaction notes

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