Pyridine → (R)-tert-butyl-2-((2-cyano-3-(sulfamoylamino)phenoxy)methyl)piperidine-1-carboxylate

HRID 2280140노트

반응식

HRID 2280140 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[C:17]=1[C:23]#[N:24])=[O:7])([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.[S:31](Cl)(=[O:34])(=[O:33])[NH2:32].C([O-])(O)=O.[Na+]>CC(N(C)C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][S:31](=[O:34])(=[O:33])[NH2:32])[C:17]=1[C:23]#[N:24])=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 24499Chlorosulfamic acidHCID 516892Sodium BicarbonateHCID 86714286(R)-tert-butyl-2-((3-amino-2-cyanophenoxy)methyl)piperidine-1-carboxylate

생성물 1

HCID 86714285(R)-tert-butyl-2-((2-cyano-3-(sulfamoylamino)phenoxy)methyl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

To a solution of (R)-tert-butyl-2-((3-amino-2-cyanophenoxy)methyl)piperidine-1-carboxylate (Example 15d, 8.65 g. 26.1 mmol) in dimethyl acetamide (48 mL) were added pyridine (8.44 mL, 104 mmol) and sulfamoyl chloride (6.03 g. 52.2 mmol). The reaction mixture was stirred at room temperature for 1 hour, neutralized with saturated aqueous NaHCO3 solution and extracted with ethyl acetate. The extract was dried over anhydrous Na2SO4, filtered, and concentrated to give the title compound as a clear oil, which was used immediately in the next step. MS 311 (MH+-boc).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a2aa3613355145c99d2dcbbb9bf68920
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09138013B2

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