Triethylamine → 6-Chloro-2-[[4-(3-chlorophenyl)-1-piperazinyl]methyl]-imidazo[1,2-a]pyridine

HRID 1416258노트

반응식

HRID 1416258 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([CH2:11]Cl)[N:10]=2)[CH:7]=1.Cl.Cl.[Cl:15][C:16]1[CH:17]=[C:18]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:19]=[CH:20][CH:21]=1.C(N(CC)CC)C>C(O)CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([CH2:11][N:25]3[CH2:24][CH2:23][N:22]([C:18]4[CH:19]=[CH:20][CH:21]=[C:16]([Cl:15])[CH:17]=4)[CH2:27][CH2:26]3)[N:10]=2)[CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 48683896-Chloro-2-(chloromethyl)imidazo[1,2-a]pyridineHCID 119574871-(3-Chlorophenyl)piperazine dihydrochloride

생성물 1

HCID 193671586-Chloro-2-[[4-(3-chlorophenyl)-1-piperazinyl]methyl]-imidazo[1,2-a]pyridine수율 58.5%

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

Following the general procedure of Example 11 and making noncritical variations, 6-chloro-2-(chloromethyl)imidazo[1,2-a]pyridine (Example 4, Step 1; 0.354 g), 1-(3-chlorophenyl)piperazine dihydrochloride (Aldrich; 0.475 g), triethylamine (0.552 g), and ethylene glycol (2 mL) give 0.372 g of the title compound after chromatography (silica gel, methanol/dichloromethane, 4/96) and crystallization from dichloromethane/hexane; mp 148-149° C.; MS m/z 360; IR (mineral oil) 1594, 1340, 1073, 1218, 1502 cm-1. 1H NMR (CDCl3) δ2.71, 3.23, 3.76, 6.79, 6.86, 7.14, 7.52, 7.53, 8.14.

출처 및 근거

ORD 기록
ord-5eb213c044c2400aacc5a115b1d9772f
출처 데이터셋
uspto-grants-1999_06
특허 번호
US05912246

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