Dimethylformamide → n-(3-Cyanophenyl)-n'-((n-benzyl)piperidin-3-yl)cycloheptylurea

HRID 582577노트

반응식

HRID 582577 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH2:14])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15]([C:17]1[CH:18]=[C:19](N=C=O)[CH:20]=C[CH:22]=1)#[N:16].[CH3:26][N:27]([CH3:30])[CH:28]=[O:29]>O>[C:15]([C:17]1[CH:22]=[C:26]([N:27]([CH:30]2[CH2:5][CH2:4][CH2:3][CH2:2][CH2:7][CH2:6]2)[C:28]([NH:14][CH:10]2[CH2:11][CH2:12][CH2:13][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:9]2)=[O:29])[CH:20]=[CH:19][CH:18]=1)#[N:16]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 4216941-Benzylpiperidin-3-amineHCID 27333153-Isocyanatobenzonitrile

생성물 1

HCID 18630688n-(3-Cyanophenyl)-n'-((n-benzyl)piperidin-3-yl)cycloheptylurea

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 4.3 g of N-benzyl 3-aminopiperidine (22.6 mmol) and 3-cyanophenyl isocyanate (3.58 g, 24.9 mmol) in dimethylformamide (100 mL) was stirred at ambient temperature for 18 h. The reaction was diluted with water (500 mL) and extracted with ethyl acetate (3×150 mL). The organic solution was washed with water (5×100 mL), dried and evaporated. This material was purified further by flash chromatography on silica gel using a gradient of 1:1 to 3:1 ethyl acetate:hexane. There was obtained 3.18 g of the pure urea (9.52 mmol); LRMS (M+H)+ m/z=335.

후처리

  1. extractionextracted with ethyl acetate (3×150 mL)
  2. washThe organic solution was washed with water (5×100 mL)
  3. customdried
  4. customevaporated
  5. customThis material was purified further by flash chromatography on silica gel using a gradient of 1:1 to 3:1 ethyl acetate

출처 및 근거

ORD 기록
ord-4dacf7852dc242669aa80b2f6085e462
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05925635

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