Ammonia → HCID 89846225, 화합물

HRID 2278663노트

반응식

HRID 2278663 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 89846225HCID 89846225, 화합물수율 79.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
14 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-afd705883e634df6ac0a0f61c30def98
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133168B2

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