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

4-Fluorobenzyl chloride → [1-(4-Fluoro-benzyl)-piperidin-4-yl]-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-amine

HRID 1426382
노트
인쇄 미리보기

반응식

HRID 1426382 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]2[S:9][C:10]([C:13]([F:16])([F:15])[F:14])=[N:11][N:12]=2)[CH2:3][CH2:2]1.[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1.C(N(C(C)C)CC)(C)C>C(#N)C.ClCCl>[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][N:1]2[CH2:6][CH2:5][CH:4]([NH:7][C:8]3[S:9][C:10]([C:13]([F:16])([F:14])[F:15])=[N:11][N:12]=3)[CH2:3][CH2:2]2)=[CH:20][CH:19]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 96024-Fluorobenzyl chlorideHCID 81531DiisopropylethylamineHCID 59323569Piperidin-4-yl-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-amine

생성물 1

HCID 25054684[1-(4-Fluoro-benzyl)-piperidin-4-yl]-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-amine수율 73%

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 6344
Dichloromethane
용매

반응 조건

온도
120 °C

실험 절차

A mixture of piperidin-4-yl-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-amine (D4) (0.040 g, 0.16 mmol), 4-fluorobenzyl chloride (0.023 ml, 0.19 mmol) and diisopropylethylamine (0.042 ml, 0.24 mmol) in acetonitrile (3 ml) was stirred at 120° C. for 30 min., under microwave irradiation. After cooling to room temperature, the reaction mixture was diluted with dichloromethane and extracted with a 10% solution of ammonium chloride (25 ml). The organic layer was separated, dried (Na2SO4) and the solvent evaporated in vacuo. The crude product was purified by flash column chromatography (silica gel; 0-3% ammonia in methanol (7M)/dichloromethane) to yield E4 (0.042 g, 73%) as a solid. C15H16F4N4S requires 360. Found 361 (MH+).

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with a 10% solution of ammonium chloride (25 ml)
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. customthe solvent evaporated in vacuo
  6. customThe crude product was purified by flash column chromatography (silica gel; 0-3% ammonia in methanol (7M)/dichloromethane)

출처 및 근거

ORD 기록
ord-afbbb94f430341bc885eaf9bc3c299cd
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08933101B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트