Water → 2,10-dimethyl-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine

HRID 1902203ノート

反応式

HRID 1902203 の反応式
[CH3:1][N:2]1[CH2:19][CH2:18][N:5]2[C:6]3[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=3[CH2:8][N:9]3[CH:13]=[CH:12][CH:11]=[C:10]3[CH:4]2[CH2:3]1.[CH2:20]([Li])CCC.CI.O>CCCCCC>[CH3:1][N:2]1[CH2:19][CH2:18][N:5]2[C:6]3[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=3[CH:8]([CH3:20])[N:9]3[CH:13]=[CH:12][CH:11]=[C:10]3[CH:4]2[CH2:3]1

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 51355AptazapineHCID 178418339Butyllithium

生成物 1

HCID 128377792,10-dimethyl-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

To the solution of 2.5 g of 2-methyl-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine (Example 1) in 25 ml of tetrahydrofran is added 4.5 ml of 2.45 molar n-butyl lithium in hexane at room temperature while stirring under nitrogen. The pale yellow solution rapidly becomes cherry-red and the temperature rises about 7°. The mixture is stirred for an additional 45 minutes, whereupon it is treated with methyl iodide until the color of the solution is discharged. After stirring for a further 30 minutes the mixture is poured into 100 ml of water, and the product is extracted with diethyl ether. The extract is washed successively with water and brine, evaporated and the residual oil chromatographed on silica gel, using 2% methanol-methylene chloride as eluent, to yield the 2,10-dimethyl-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine which is converted to its mono maleate melting at 157°. The identical product is also obtainable according to the methods of Examples 1 and 15 by selecting o-nitro-α-methylbenzyl chloride or bromide respectively.

後処理

  1. customrises about 7°
  2. stirringThe mixture is stirred for an additional 45 minutes, whereupon it
  3. stirringAfter stirring for a further 30 minutes the mixture
  4. extractionthe product is extracted with diethyl ether
  5. washThe extract is washed successively with water and brine
  6. customevaporated
  7. customthe residual oil chromatographed on silica gel

出典と根拠

ORDレコード
ord-8700c6e98fa744bf9a9428d8adafe9da
出典データセット
uspto-grants-1982_12
特許番号
US04362666

反応ノート

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