Ammonia → 2-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetamide

HRID 2379438ノート

反応式

HRID 2379438 の反応式
[CH2:1]1[CH:6]2[C:7]3[CH:19]=[CH:18][CH:17]=[CH:16][C:8]=3[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]2[CH2:4][CH2:3]N1CCOCC(O)=O.C([N:29]([CH2:32][CH3:33])CC)C.ClC([O:37][CH2:38][CH3:39])=O.[NH3:40].[O:41]1CCCC1>O>[CH2:1]1[CH:6]2[C:7]3[CH:19]=[CH:18][CH:17]=[CH:16][C:8]=3[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]2[CH2:4][CH2:3][N:40]1[CH2:39][CH2:38][O:37][CH2:33][C:32]([NH2:29])=[O:41]

参加物

7

反応物 5

HCID 222AmmoniaHCID 8028Tetrahydrofuran2 回HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 99284432-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acid

生成物 1

HCID 189997522-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetamide収率 82%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

0.358 g of 2-(1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acid (prepared as described in Example 2) and 0.11 g of triethylamine were added to 15 ml of tetrahydrofuran. A solution of 0.11 g of ethyl chloroformate in 2 ml of tetrahydrofuran was then added dropwise to the mixture, whilst ice-cooling, and the mixture was stirred at room temperature for 30 minutes. At the end of this time, 2 ml of 28% aqueous ammonia was added to the mixture, whilst ice-cooling, and the mixture was then stirred at room temperature for 30 minutes. The reaction mixture was then mixed with water and extracted with methylene chloride. The extract was concentrated by evaporation under reduced pressure, and the residue was subjected to column chromatography through silica gel, using 5% by volume methanol in methylene chloride as the eluent, to afford 0.29 g (yield 82%) of the title compound, melting at 66°-68° C.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. stirringthe mixture was then stirred at room temperature for 30 minutes
  4. extractionextracted with methylene chloride
  5. concentrationThe extract was concentrated by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-b685e340a00d4475aa8d69bcc047eb6a
出典データセット
uspto-grants-1994_11
特許番号
US05362725

反応ノート

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