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

HRID 1038845

反応式

HRID 1038845 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
25 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-f1b6dfa90d5b464cab405f3abfa1d06a
出典データセット
uspto-grants-2013_10
特許番号
US08551981B2

関連ノート

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