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5-Cyclohexyltryptamine hydrochloride → (+/-) 6-cyclohexyl-1-(1-naphthalenylmethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride

HRID 1735808
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HRID 1735808 반응식
[ClH:1].[CH3:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]1[CH:12]([CH2:16][C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=[CH:19][CH:18]=3)[NH:13][CH2:14][CH2:15][C:6]2=1.Cl.[CH:28]1(C2C=C3C(NC=C3CCN)=CC=2)[CH2:33][CH2:32]C[CH2:30][CH2:29]1>Cl>[ClH:1].[CH:2]1([C:3]2[CH:4]=[C:5]3[C:9](=[CH:10][CH:11]=2)[NH:8][C:7]2[CH:12]([CH2:16][C:17]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[CH:20]=[CH:19][CH:18]=4)[NH:13][CH2:14][CH2:15][C:6]3=2)[CH2:32][CH2:33][CH2:28][CH2:29][CH2:30]1
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참가 물질

4

반응물 2

HCID 187022465-Cyclohexyltryptamine hydrochlorideHCID 18933166(+/-) 6-methyl-1-(1-naphthalenylmethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride

생성물 1

HCID 18933173(+/-) 6-cyclohexyl-1-(1-naphthalenylmethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride수율 34.9%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

A suspension of azalactone (prepared as described in Example 5) (1.09 g, 4.59 mmol) and 5-cyclohexyltryptamine hydrochloride (1.28 g, 4.59 mmol) in 1N HCl (70 mL) was heated to reflux for 14 hours under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature and the crude product isolated by filtration. The solid was recrystallized from ethanol (2×) to afford 690 mg of desired product as a pale solid hydrochloride salt.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 14 hours under nitrogen atmosphere
  3. customthe crude product isolated by filtration
  4. customThe solid was recrystallized from ethanol (2×)

출처 및 근거

ORD 기록
ord-7cc3685db4064725b06a8e7f21b96117
출처 데이터셋
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05538980

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