Ammonia → HCID 89846225、化合物

HRID 2278663ノート

反応式

HRID 2278663 の反応式
C([BH3-])#N.[Na+].[CH3:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:20]=[CH:19][CH:18]=[C:17]3[C:13]=2[CH:14]=[CH:15][NH:16]3)[CH2:8][CH2:7]1.N>C(O)(=O)C>[CH3:5][N:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:20]=[CH:19][CH:18]=[C:17]3[C:13]=2[CH2:14][CH2:15][NH:16]3)[CH2:10][CH2:11]1

参加物

5

反応物 3

HCID 222AmmoniaHCID 5003444Sodium cyanoborohydrideHCID 220153514-(4-methyl-1-piperazinyl)-1H-indole

生成物 1

HCID 89846225HCID 89846225、化合物収率 79.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
14 °C

実験手順

429 mg of sodium cyanoborohydride are added in portions to a solution of 490 mg of 4-(4-methylpiperazin-1-yl)-1H-indole, in 17 ml of acetic acid cooled to 14° C. The reaction medium is stirred for 2 hours at ambient temperature and then poured into a water/ice mixture and the pH is brought to neutrality with an aqueous ammonia solution. The mixture is then extracted with dichloromethane and the combined organic phases are dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is purified by silica column chromatography, elution being carried out with a mixture of dichloromethane and methanol (95/05), so as to give 395 mg of 4-(4-methylpiperazin-1-yl)-2,3-dihydro-1H-indole in the form of a colorless viscous oil.

後処理

  1. extractionThe mixture is then extracted with dichloromethane
  2. dry with materialthe combined organic phases are dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue is purified by silica column chromatography, elution
  6. additionbeing carried out with a mixture of dichloromethane and methanol (95/05)

出典と根拠

ORDレコード
ord-afd705883e634df6ac0a0f61c30def98
出典データセット
uspto-grants-2015_09
特許番号
US09133168B2

反応ノート

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