4-Cyanopiperidine → 1-(2-Chlorofuro[3,2-d]pyrimidin-4-yl)piperidine-4-carbonitrile

HRID 1038845

반응식

HRID 1038845 반응식
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[O:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[NH:12]1[CH2:17][CH2:16][CH:15]([C:18]#[N:19])[CH2:14][CH2:13]1>O1CCOCC1>[Cl:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][CH:15]([C:18]#[N:19])[CH2:14][CH2:13]2)[C:5]2[O:10][CH:9]=[CH:8][C:6]=2[N:7]=1

참가 물질

4

반응물 2

HCID 1382234-CyanopiperidineHCID 457899682,4-Dichlorofuro[3,2-D]pyrimidine

생성물 1

HCID 866651101-(2-Chlorofuro[3,2-d]pyrimidin-4-yl)piperidine-4-carbonitrile수율 90.6%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
25 °C

실험 절차

A mixture of 2,4-dichlorofuro[3,2-d]pyrimidine (0.40 g, 2.1 mmol, ArkPharm), piperidine-4-carbonitrile (0.23 g, 2.1 mmol, Oakwood) and TEA (0.59 mL, 4.2 mmol) in 1,4-dioxane (10 mL) was stirred at about 25° C. for about 12 h. The solvent was removed under reduced pressure and water (5 mL) and DCM (10 mL) were added to the residue. The layers were separated and the organic solution was concentrated under reduced pressure to give 1-(2-chlorofuro[3,2-d]pyrimidin-4-yl)piperidine-4-carbonitrile (0.50 g, 90%): LC/MS (Table 2, Method 1) Rt=0.76 min; MS m/z: 263 (M+H)+.

후처리

  1. customThe solvent was removed under reduced pressure and water (5 mL) and DCM (10 mL)
  2. additionwere added to the residue
  3. customThe layers were separated
  4. concentrationthe organic solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f1b6dfa90d5b464cab405f3abfa1d06a
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551981B2

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