Triethylamine → 6-[4-(4-Chloro-phthalazin-1-yl)-piperazin-1-yl]-nicotinonitrile

HRID 42203

反応式

HRID 42203 の反応式
[N:1]1([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:15][C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19](Cl)=[N:18][N:17]=1.CCN(CC)CC.CN1C(=O)CCC1>O>[Cl:15][C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([N:4]2[CH2:3][CH2:2][N:1]([C:7]3[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][N:8]=3)[CH2:6][CH2:5]2)=[N:18][N:17]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 784901,4-DichlorophthalazineHCID 27371846-(Piperazin-1-yl)pyridine-3-carbonitrile

生成物 1

HCID 441863796-[4-(4-Chloro-phthalazin-1-yl)-piperazin-1-yl]-nicotinonitrile収率 51.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a 100-mL round-bottom flask is added 6-piperazin-1-yl-nicotinonitrile (9.60 g, 50 mmol), 1,4-dichlorophthalazine (11.2 g, 55.1 mmol, 1.1 eq), Et3N (3.5 mL, 250 mmol, 5 eq.), and NMP (100 mL). The mixture is heated to 80° C. for 2.5 h. Upon cooling to room temperature, the reaction is poured into H2O (500 mL) and the precipitate isolated by filtration, rinsing with additional H2O. Crude material is purified by recrystallization (CH2Cl2:heptanes) to afford 8.96 g title compound as a beige solid.

後処理

  1. temperatureUpon cooling to room temperature
  2. customthe precipitate isolated by filtration
  3. washrinsing with additional H2O
  4. customCrude material is purified by recrystallization (CH2Cl2:heptanes)

出典と根拠

ORDレコード
ord-69b2432fdf324f2db2ebb0d08d6fe53f
出典データセット
uspto-grants-2013_09
特許番号
US08536168B2

関連ノート

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