Methanol → HCID 59619635, compound

HRID 445653Notes

Reaction equation

HRID 445653 reaction equation
[Na].Cl[C:3]1[C:8]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:7][CH:6]=[CH:5][N:4]=1.[CH3:13][OH:14]>>[CH:10]([O:9][C:8]1[C:3]([O:14][CH3:13])=[N:4][CH:5]=[CH:6][CH:7]=1)([CH3:12])[CH3:11]

Participants

4

Reactant 3

HCID 887Methanol2×HCID 5360545SodiumHCID 336790892-Chloro-3-[(propan-2-yl)oxy]pyridine

Product 1

HCID 59619635HCID 59619635, compound

Conditions

Temperature
150 °C

Procedure

To a solution of methanolate obtained by dissolving sodium (534 mg, 23.25 mmol) in MeOH (8 ml) was added a solution of 2-chloro-3-isopropoxy-pyridine (Stage 93.1.4, 1.14 g, 6.64 mmol) in MeOH (2 ml). The reaction mixture was heated at 150° C. by microwave irradiation for 25 min then concentrated and quenched with EtOAc and brine. The organic layer was dried over Na2SO4, filtered and evaporated to give the title compound as an oil (HPLC: tR 2.66 min (Method A); M+H=264 MS-ES)

Workup

  1. concentrationthen concentrated
  2. customquenched with EtOAc and brine
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-53667973c7e14d1eab3e41913cde97bb
Source dataset
uspto-grants-2013_07
Patent number
US08476294B2

Reaction notes

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