홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Imidazole → HCID 44218880, 화합물

HRID 1931511
노트
인쇄 미리보기

반응식

HRID 1931511 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C@H:13]1[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15][CH2:14]1)[CH:6]=[CH:5]2.[NH:22]1[CH:26]=[CH:25][N:24]=[CH:23]1.C(C1CCCCC1=O)(=O)C.C(=O)([O-])[O-].[K+].[K+]>[Cu]Cl.O.CN1CCCC1=O>[N:22]1([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[N:8]=[C:7]([NH:12][C@H:13]2[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH2:15][CH2:14]2)[CH:6]=[CH:5]3)[CH:26]=[CH:25][N:24]=[CH:23]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 134002-AcetylcyclohexanoneHCID 57860971HCID 57860971, 화합물

생성물 1

HCID 44218880HCID 44218880, 화합물수율 57%

시약·촉매·용매 3

HCID 62652Cuprous chloride촉매
HCID 962
Water
용매
HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
130 °C

실험 절차

A mixture of (6-bromo-quinolin-2-yl)-(R)-indan-1-yl-amine (see example 53, step A) (339 mg, 1.0 mmol), commercially available imidazole (136 mg, 2.0 mmol), copper(I)chloride (10 mg, 0.1 mmol), 2-acetyl-cyclohexanone (35 mg, 0.25 mmol), potassium carbonate (145 mg, 1.05 mmol) and 1-methyl-2-pyrrolidone (1 ml) was heated in a sealed tube at 130° C. for 18 h. The reaction mixture was poured into water (20 ml) and extracted with ethyl acetate (2×30 ml). The combined organic layers were washed with saturated sodium bi-carbonate solution (2×20 ml) and brine (20 ml), dried (MgSO4) and evaporated. Further purification of the crude product by flash chromatography on silica gel (ethyl acetate/heptane) yielded the title compound (186 mg, 57%) as off-white foam.

후처리

  1. extractionextracted with ethyl acetate (2×30 ml)
  2. washThe combined organic layers were washed with saturated sodium bi-carbonate solution (2×20 ml) and brine (20 ml)
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customFurther purification of the crude product by flash chromatography on silica gel (ethyl acetate/heptane)

출처 및 근거

ORD 기록
ord-93c27f52ffd948e8aca376dd6eaa04b5
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08188284B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트