Triethylamine → chloro-2,3,4,5-tetrahydro-2-methyl-5-(2-morpholinoethyl)-1H-pyrido[4,3-b]indole

HRID 509689

반응식

HRID 509689 반응식
[ClH:1].Cl[C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.Br[CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.C(N(CC)CC)C.Cl.[CH3:28][N:29]1[CH2:34][CH2:33][C:32](=O)[CH2:31][CH2:30]1>C(O)C>[Cl:1][CH:30]1[C:31]2[C:7]3[CH:8]=[CH:3][CH:4]=[CH:5][C:6]=3[N:9]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[C:32]=2[CH2:33][CH2:34][N:29]1[CH3:28]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 15021014-(2-Bromoethyl)morpholineHCID 122100571-Methylpiperidin-4-one hydrochloride

생성물 1

HCID 86634532chloro-2,3,4,5-tetrahydro-2-methyl-5-(2-morpholinoethyl)-1H-pyrido[4,3-b]indole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Preparation of the title compound was carried out according to General Method 8. 4-Chlorophenylhydrazine hydrochloride (2 g, 11 mmol), 4-(2-bromoethyl)morpholine (2.1 g, 11 mmol), triethyl amine (4.6 ml, 33 mmol) and N-methyl-4-piperidone hydrochloride (1.6 g, 11 mmol) were combined in ethanol (20 ml) to obtain 180 mg of -chloro-2,3,4,5-tetrahydro-2-methyl-5-(2-morpholinoethyl)-1H-pyrido[4,3-b]indole after purification on silica gel (230-400 mesh) chromatography eluting with acetone-hexane gradient. The free base was converted into its dioxalate salt by treatment of oxalic acid (2 equiv) in anhydrous THF.

출처 및 근거

ORD 기록
ord-4b5745504b0a4f48bcf4ec7604e7257e
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096591B2

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