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

Dichloromethane → 1-(5-(3-Chloro-4-cyanophenyl)pyridin-3-yl)cyclopropanecarboxylic acid

HRID 391327
노트
인쇄 미리보기

반응식

HRID 391327 반응식
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:11]([O-:13])=[O:12])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[K+].[Cl:15][C:16]1[CH:23]=[C:22](B2OC(C)(C)C(C)(C)O2)[CH:21]=[CH:20][C:17]=1[C:18]#[N:19].C(Cl)Cl.C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Cl:15][C:16]1[CH:23]=[C:22]([C:2]2[CH:3]=[C:4]([C:8]3([C:11]([OH:13])=[O:12])[CH2:10][CH2:9]3)[CH:5]=[N:6][CH:7]=2)[CH:21]=[CH:20][C:17]=1[C:18]#[N:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 10340Sodium CarbonateHCID 579261132-Chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileHCID 66788306HCID 66788306, 화합물

생성물 1

HCID 595784101-(5-(3-Chloro-4-cyanophenyl)pyridin-3-yl)cyclopropanecarboxylic acid

시약·촉매·용매 2

HCID 44119782
Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)
촉매
HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

To a suspension of potassium 1-(5-bromopyridin-3-yl)cyclopropanecarboxylate (28 mg, 0.1 mmol), 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (26 mg, 0.1 mmol), PdCl2(dppf).CH2Cl2 (4.08 mg, 5.0 μmol) in DMF (1 mL) was added 2M Na2CO3 (0.1 mL, 0.2 mmol), and the mixture was heated to 100° C. for 2 h. The mixture was concentrated and purified by silica chromatography eluting with a 0-10% MeOH-DCM gradient to give 1-(5-(3-chloro-4-cyanophenyl)pyridin-3-yl)cyclopropanecarboxylic acid. MS: (ESI) m/z 299.0, 301.0 (M+H)+.

후처리

  1. concentrationThe mixture was concentrated
  2. custompurified by silica chromatography
  3. washeluting with a 0-10% MeOH-DCM gradient

출처 및 근거

ORD 기록
ord-0450ff0bb89b4c98a0a5be9f35fd3618
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383827B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트