Methyltryptamine → (2-Indol-3-ylethyl)methyl(3-piperidylpropyl)amine Hydrochloride

HRID 478211

반응식

HRID 478211 반응식
[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=CC=[CH:11][CH:12]=2)[NH:7][CH:6]=1.Cl.[Cl:15]CCCN1CCCCC1.Cl.ClCCC[N:30]1C[CH2:34][CH2:33][CH:32]([C:36]2[CH:41]=[CH:40][C:39](OC)=[CH:38][CH:37]=2)[CH2:31]1>>[ClH:15].[NH:30]1[C:37]2[C:36](=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:32]([CH2:33][CH2:34][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH:13]2[CH2:12][CH2:11][CH2:6][NH:7][CH2:8]2)=[CH:31]1

참가 물질

4

반응물 3

HCID 6088MethyltryptamineHCID 79624N-(3-chloropropyl)piperidine hydrochlorideHCID 180012091-(3-Chloropropyl)-3-(4-methoxyphenyl)piperidine hydrochloride

생성물 1

HCID 70038108(2-Indol-3-ylethyl)methyl(3-piperidylpropyl)amine Hydrochloride

실험 절차

Using 3-(2-methylaminoethyl)indole (123 mg, 0.70 mmol) and 1-(3-chloropropyl)piperidine hydrochloride (198 mg, 1.0 mmol) instead of 4-(3-indolyl)piperidine and 1-(3-chloropropyl)-3-(4-methoxyphenyl)piperidine hydrochloride respectively, reaction and concentration were carried out in the same procedure as Example 2. The resulting crude product was purified by column chromatography on a silica gel (silica gel NH-DM 1020 produced by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=1:1) to afford a free form (166 mg) of the title compound as a pale yellow viscous oil. After adding hydrochloric acid/methanol to a solution of the free form in methanol, the mixture was concentrated and was then reprecipitated with methanol/ether to afford the title compound (167 mg, yield: 64%) as a pale yellow crystalline powder.

후처리

  1. customreaction and concentration
  2. customThe resulting crude product was purified by column chromatography on a silica gel (silica gel NH-DM 1020 produced by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-56eef1aae78645eda9dc05bd421b5a5b
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642228B1

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