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Methyl iodide → Tert-butyl 4-(azidomethyl)-4-methoxypiperidine-1-carboxylate

HRID 2407755
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HRID 2407755 반응식
[N:1]([CH2:4][C:5]1([OH:18])[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)=[N+:2]=[N-:3].[H-].[Na+].I[CH3:22]>O1CCCC1.O.C(OCC)(=O)C>[N:1]([CH2:4][C:5]1([O:18][CH3:22])[CH2:6][CH2:7][N:8]([C:11]([O:13][C:14]([CH3:15])([CH3:17])[CH3:16])=[O:12])[CH2:9][CH2:10]1)=[N+:2]=[N-:3]
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참가 물질

7

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 47002967Tert-butyl 4-(azidomethyl)-4-hydroxypiperidine-1-carboxylate

생성물 1

HCID 58504149Tert-butyl 4-(azidomethyl)-4-methoxypiperidine-1-carboxylate

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran
용매
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of the compound prepared in Example 256 (0.123 g) in tetrahydrofuran (1.5 mL) was added sodium hydride (0.057 g) and iodomethane (0.089 mL) at room temperature. The mixture was stirred at room temperature overnight and then diluted with water and ethyl acetate. The organic layer was dried, evaporated in vacuo and purified by column chromatography on silica gel (5% methanol in dichloromethane) to obtain the title compound (0.071 g) having the following physical data.

후처리

  1. customThe organic layer was dried
  2. customevaporated in vacuo
  3. custompurified by column chromatography on silica gel (5% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-dfec709bf44246fba9eb05b7a7b5565b
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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