Dimethylformamide → 5-{[(Propan-2-yl)oxy]methyl}pyridine-2-carbonitrile

HRID 719474ノート

反応式

HRID 719474 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][CH:10]([CH3:12])[CH3:11])=[CH:4][N:3]=1.[CH3:13][N:14](C=O)C>[C-]#N.[C-]#N.[Zn+2].C(Cl)Cl.O>[CH:10]([O:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([C:13]#[N:14])=[N:3][CH:4]=1)([CH3:12])[CH3:11]

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 218978012-Chloro-5-[(propan-2-yloxy)methyl]pyridine

生成物 1

HCID 218974155-{[(Propan-2-yl)oxy]methyl}pyridine-2-carbonitrile

試薬・触媒・溶媒 2

HCID 11186Zinc cyanide (Zn(CN)2)触媒HCID 21908982Water methylene chloride溶媒

反応条件

温度
180 °C

実験手順

In a microwave reaction tube was placed 2-chloro-5-isopropoxymethyl-pyridine (0.12 g, 0.66 mmol), Zn(CN)2 (0.077 g, 0.66 mmol), tetrakis(triphenylphosphino)dipalladium (76 mg, 0.066 mmol), DMF (2 mL). The reaction mixture was heated at 180° C. for 5 minutes. The resulted mixture was worked up by CH2Cl2/H2O. The CH2Cl2 layer was dried and concentrated to give the crude product. The crude was purified by column chromatography by using 30% EtOAc/Hexane. 1H NMR (CDCl3, 400 MHz) δ 1.26 (d, 6H), 3.73 (m, 1H), 4.59 (s, 2H), 7.68 (d, 1H), 7.85 (m, 1H), 8.67 (s, 1H). Exact mass calculated for C10H12N2O 176.09, found 177.2 (MH+).

後処理

  1. customIn a microwave reaction tube
  2. dry with materialThe CH2Cl2 layer was dried
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-7ea0b5e8cec84737a68142f7532603e0
出典データセット
uspto-grants-2006_11
特許番号
US07132426B2

反応ノート

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