Triethylamine → HCID 178509759、化合物

HRID 626753ノート

反応式

HRID 626753 の反応式
[N:1]([C:4]1[C:9]([F:10])=[CH:8][N:7]=[CH:6][C:5]=1[CH:11]=O)=[N+:2]=[N-:3].[NH2:13][C:14]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]#[N:17].C(N(CC)CC)C>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[N:1]([C:4]1[C:9]([F:10])=[CH:8][N:7]=[CH:6][C:5]=1/[CH:11]=[N:13]/[C:14]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]#[N:17])=[N+:2]=[N-:3]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 126273632-Amino-3-chlorobenzonitrileHCID 866970534-Azido-5-fluoropyridine-3-carbaldehyde

生成物 1

HCID 178509759HCID 178509759、化合物

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A solution of 4-azido-5-fluoropyridine-3-carbaldehyde (2.86 g, 17.2 mmol) and 2-amino-3-chlorobenzonitrile (2.62 g, 17.2 mmol) in DCM (60 mL) was cooled to 0° C. under an atmosphere of nitrogen. Triethylamine (7.2 mL, 51.6 mmol) was added, followed by dropwise additiona of titanium (IV) chloride solution (1 N in DCM, 10.3 mL, 10.3 mmol). The reaction mixture was stirred at 0° C. for 2 hours, then at room temperature overnight. The resultant mixture was concentrated under reduced pressure and the residue was dissolved in ethyl acetate and filtered through a pad of Celite®. The filtrate was concentrated under reduced pressure and the residue obtained was used in the following step without further purification.

後処理

  1. customat room temperature
  2. customovernight
  3. concentrationThe resultant mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. filtrationfiltered through a pad of Celite®
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customthe residue obtained
  8. customwas used in the following step without further purification

出典と根拠

ORDレコード
ord-747c075dda2142859ccab31f8fcf30c5
出典データセット
uspto-grants-2016_04
特許番号
US09309240B2

反応ノート

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