Triethylamine → 7-chloro-5-(2-cyclohexylethyl)-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indole

HRID 509691

반응식

HRID 509691 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:9]N)[CH:6]=[CH:7][CH:8]=1.Br[CH2:12][CH2:13][CH:14]1[CH2:19][CH2:18][CH2:17][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:2][C:3]1[C:4]2[C:31]3[CH2:30][N:29]([CH3:28])[CH2:34][CH2:33][C:32]=3[N:9]([CH2:12][CH2:13][CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[C:5]=2[CH:6]=[CH:7][CH:8]=1.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]2[C:31]3[CH2:30][N:29]([CH3:28])[CH2:34][CH2:33][C:32]=3[N:9]([CH2:12][CH2:13][CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[C:5]=2[CH:4]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 15440(2-Bromoethyl)cyclohexaneHCID 75331m-Chlorophenylhydrazine hydrochlorideHCID 122100571-Methylpiperidin-4-one hydrochloride

생성물 2

HCID 578762767-chloro-5-(2-cyclohexylethyl)-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indoleHCID 57876332HCID 57876332, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Preparation of the title compounds was carried out according to General Method 8. 3-Chlorophenylhydrazine hydrochloride (5 g, 27.9 mmol), 1-bromo-2-cyclohexylethane (4.37 ml, 27.9 mmol), triethyl amine (11.66 ml, 83.7 mmol) and N-methyl-4-piperidone hydrochloride (4 g, 27.9 mmol) were combined in ethanol (30 ml) to obtain 9-chloro-5-(2-cyclohexylethyl)-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indole and 7-chloro-5-(2-cyclohexylethyl)-2,3,4,5-tetrahydro-2-methyl-1H-pyrido[4,3-b]indole after on purification on silica gel (230-400 mesh) chromatography eluting with acetone-hexane gradient. The free base was converted into its oxalate salt by treatment of oxalic acid (1 equiv.) in anhydrous THF.

출처 및 근거

ORD 기록
ord-1564acdc7f36434fab43113793b63974
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096591B2

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