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

HRID 1959610노트

반응식

HRID 1959610 반응식
[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

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 44190473HCID 44190473, 화합물HCID 866453642-Chloro-4-fluoro-3-(tetrahydro-pyran-2-yloxymethyl)-pyridine

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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+].

후처리

  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

출처 및 근거

ORD 기록
ord-08b5f9dc8262426c8a69112e9dc8110e
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410134B2

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