Cesium carbonate → 2-Chloro-4-methoxy-3-(tetrahydro-pyran-2-yloxymethyl)-pyridine

HRID 1959610ノート

反応式

HRID 1959610 の反応式
[Cl:1][C:2]1[C:7]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)=[C:6](F)[CH:5]=[CH:4][N:3]=1.BrC1C=NC=C(Cl)C=1[CH2:24][O:25]C1CCCCO1.C([O-])([O-])=O.[Cs+].[Cs+]>CO>[Cl:1][C:2]1[C:7]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)=[C:6]([O:25][CH3:24])[CH:5]=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 44190473HCID 44190473、化合物HCID 866453642-Chloro-4-fluoro-3-(tetrahydro-pyran-2-yloxymethyl)-pyridine

生成物 1

HCID 866453632-Chloro-4-methoxy-3-(tetrahydro-pyran-2-yloxymethyl)-pyridine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of 2-chloro-4-fluoro-3-(tetrahydro-pyran-2-yloxymethyl)-pyridine (0.20 g. 0.81 mmol) which was prepared according to the synthesis of 3-bromo-5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine in anhydrous MeOH (4 mL) was added Cs2CO3 (0.54 g. 1.6 mmol). After vigorous stirring for 20 h at room temperature acedic acid (92 μL. 1.6 mmol) was added the solvent was removed in vacuo and the residue was partitioned between DCM (20 mL) and water (4 mL). The organic layer was dried over Na2SO4 filtered and concentrated in vacuo. The resulting title compound was used for the next reaction without purification. MS (m/z): 257.9 [M+H+].

後処理

  1. additionwas added the solvent
  2. customwas removed in vacuo
  3. customthe residue was partitioned between DCM (20 mL) and water (4 mL)
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting title compound was used for the next reaction without purification

出典と根拠

ORDレコード
ord-08b5f9dc8262426c8a69112e9dc8110e
出典データセット
uspto-grants-2013_04
特許番号
US08410134B2

反応ノート

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