Triethylamine → Quinoline-6-carbonitrile

HRID 876792

반응식

HRID 876792 반응식
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH2:13])=O)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C(Cl)Cl>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]#[N:13])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 11052097Quinoline-6-carboxamide

생성물 1

HCID 592995Quinoline-6-carbonitrile수율 90.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a mixture of quinoline-6-carboxamide (0-3) (1.2 g, 7.2 mmol) and triethylamine (2.2 g, 21.8 mmol) in DCM (50 mL) at 0° C. was added trifluoroacetic acid anhydride (1.9 g, 8.9 mmol). The reaction was stirred for 10 mins at 0° C., then quenched with water. The resulting mixture was extracted with DCM. The organic layer was dried over anhydrous Na2SO4, and concentrated to afford the desired title compound (1.0 g). MS (m/z): 154 (M)+.

후처리

  1. customquenched with water
  2. extractionThe resulting mixture was extracted with DCM
  3. dry with materialThe organic layer was dried over anhydrous Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-afe968d3ef0340db91325a91e1947b50
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987269B2

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