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

HRID 42203

반응식

HRID 42203 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-69b2432fdf324f2db2ebb0d08d6fe53f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536168B2

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