Dimethylformamide → 1-(3-Piperidinobutyl)-3-(3-diethylaminopropylamino)-5-chloroindazole

HRID 484880ノート

反応式

HRID 484880 の反応式
CN(C)C=O.[N:6]1([CH:12]([CH3:26])[CH2:13][CH2:14][N:15]2[C:23]3[C:18](=[CH:19][C:20]([Cl:24])=[CH:21][CH:22]=3)[C:17]([NH2:25])=[N:16]2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.Br.Br[CH2:29][CH2:30][CH2:31][N:32]([CH2:35][CH3:36])[CH2:33][CH3:34].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.O>[N:6]1([CH:12]([CH3:26])[CH2:13][CH2:14][N:15]2[C:23]3[C:18](=[CH:19][C:20]([Cl:24])=[CH:21][CH:22]=3)[C:17]([NH:25][CH2:29][CH2:30][CH2:31][N:32]([CH2:35][CH3:36])[CH2:33][CH3:34])=[N:16]2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 12639158(3-Bromopropyl)diethylamine hydrobromideHCID 201357551-(3-Piperidinobutyl)-3-amino-5-chloroindazole

生成物 1

HCID 201358201-(3-Piperidinobutyl)-3-(3-diethylaminopropylamino)-5-chloroindazole収率 51%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

反応条件

温度
180 °C

実験手順

To 60 ml of anhydrous N,N-dimethylformamide were added 9.90 g of the 1-(3-piperidinobutyl)-3-amino-5-chloroindazole, 8.98 g of 3-bromopropyldiethylamine hydrobromide and 7.89 g of anhydrous potassium carbonate, and the mixture was stirred for 12 hours at 180° C. After cooling, the mixture was added with 80 ml of water and extracted with diethyl ether. The diethyl ether layer was extracted three times with 2N hydrochloric acid, and the hydrochloric acid layer was washed with diethyl ether. The pH of the layer was adjusted to at least 11 with potassium carbonate, and the alkali layer was extracted three times with chloroform. The chloroform layer was dried with anhydrous sodium sulfate, and chloroform was removed under reduced pressure. The residue thus obtained was subjected to an alumina-column chromatography (alumina: 200 g) using chloroform as the developing solvent to give 6.90 g of 1-(3-piperidinobutyl)-3-(3-diethylaminopropylamino)-5-chloroindazole having the following analytical values in a yield of 51 %.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with diethyl ether
  3. extractionThe diethyl ether layer was extracted three times with 2N hydrochloric acid
  4. washthe hydrochloric acid layer was washed with diethyl ether
  5. extractionthe alkali layer was extracted three times with chloroform
  6. dry with materialThe chloroform layer was dried with anhydrous sodium sulfate, and chloroform
  7. customwas removed under reduced pressure
  8. customThe residue thus obtained

出典と根拠

ORDレコード
ord-762668e3b77343d9b4845226e894d14b
出典データセット
uspto-grants-1985_08
特許番号
US04533731

反応ノート

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