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Ammonium Chloride → HCID 23156849、化合物

HRID 1098297
ノート
印刷プレビュー

反応式

HRID 1098297 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:13])=[C:6]([CH:12]=1)[C:7]([N:9]([CH3:11])C)=[O:8].[CH2:14]1[N:19]([C:20]2[C:25](C#N)=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:18][CH2:17][O:16][CH2:15]1.[Cl-].[NH4+]>C1COCC1>[Cl:1][C:2]1[CH:12]=[C:6]2[C:5]([CH:13]=[C:11]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[N:19]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[NH:9][C:7]2=[O:8])=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 27370122-MorpholinobenzonitrileHCID 14839220HCID 14839220、化合物

生成物 1

HCID 23156849HCID 23156849、化合物収率 87%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
-78 °C

実験手順

5.39 ml (9.69 mmol) of a 1.8 M lithium diisopropylamide THF solution was diluted with 10 ml of THF. Thereafter, 5 ml of a THF solution containing 383 mg (1.94 mmol) of the 5-chloro-2,N,N-trimethylbenzamide prepared in Step A of Example 80 was added dropwise to the diluted solution at −78° C. Thereafter, 5 ml of a THF solution containing 438 mg (2.33 mmol) of 2-(4-morpholino)benzonitrile was further added to the above mixture, and the obtained mixture was then stirred at −78° C. for 30 minutes. Thereafter, a saturated ammonium chloride aqueous solution was added to the reaction solution, and the mixture was then extracted with ethyl acetate. The extract was washed with a saturated saline solution, and was then dried over anhydrous sodium sulfate. The resultant was concentrated under reduced pressure. The obtained yellow oily product was crystallized from hexane/ethyl acetate (3:1), so as to obtain 575 mg (87%) of 7-chloro-3-(2-morpholin-4-ylphenyl)-2H-isoquinolin-1-one in the form of a colorless crystal.

後処理

  1. additionwas added dropwise to the diluted solution at −78° C
  2. additionwas further added to the above mixture
  3. extractionthe mixture was then extracted with ethyl acetate
  4. washThe extract was washed with a saturated saline solution
  5. dry with materialwas then dried over anhydrous sodium sulfate
  6. concentrationThe resultant was concentrated under reduced pressure
  7. customThe obtained yellow oily product was crystallized from hexane/ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-d5f17dbf9bc44c77a7ba34612d1e4c5f
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08143274B2

反応ノート

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