Ammonia → 5-Iodo-2-pyrrolidin-1-ylmethyl-benzoxazole

HRID 1916762노트

반응식

HRID 1916762 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][N:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[N:7][C:6]=2[CH:16]=1.[Na+].[I-:18].CNCCNC.N>O.[Cu]I.O1CCOCC1>[I:18][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][N:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[N:7][C:6]=2[CH:16]=1

참가 물질

8

반응물 4

HCID 222AmmoniaHCID 5238Sodium IodideHCID 8070N,N'-DimethylethylenediamineHCID 673655735-Bromo-2-pyrrolidin-1-ylmethyl-benzoxazole

생성물 1

HCID 690723805-Iodo-2-pyrrolidin-1-ylmethyl-benzoxazole

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

71 mg (0.36 mmol) CuI, 1 g (3.55 mmol) 5-bromo-2-pyrrolidin-1-ylmethyl-benzoxazole and 1.07 g (7.15 mmol) NaI are successively placed in a flask in an argon atmosphere. Then 0.08 mL (0.73 mmol) N,N′-dimethylethylenediamine and 3.5 mL 1,4-dioxane are added and the reaction mixture is refluxed for 14 h. The reaction mixture is then combined with 20 mL concentrated ammonia solution at RT, diluted with 100 mL water and extracted with DCM. The organic phase is extracted three times with water and dried over Na2SO4.

후처리

  1. temperaturethe reaction mixture is refluxed for 14 h
  2. extractionextracted with DCM
  3. extractionThe organic phase is extracted three times with water
  4. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-371121d5ca4b425d830d72f555e13005
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618132B2

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