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

Imidazole → (2S,5S)-1-(Chloroacetyl)-5-methylpyrrolidine-2-carbonitrile

HRID 475408
노트
인쇄 미리보기

반응식

HRID 475408 반응식
[Cl:1][CH2:2][C:3]([N:5]1[C@@H:9]([CH3:10])[CH2:8][CH2:7][C@H:6]1[C:11]([NH2:13])=O)=[O:4].N1C=CN=C1.O=P(Cl)(Cl)Cl.[NH4+].[Cl-]>N1C=CC=CC=1>[Cl:1][CH2:2][C:3]([N:5]1[C@@H:9]([CH3:10])[CH2:8][CH2:7][C@H:6]1[C:11]#[N:13])=[O:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 24813Phosphorus oxychlorideHCID 25517Ammonium ChlorideHCID 45080982(5S)-1-(Chloroacetyl)-5-methyl-L-prolinamide

생성물 1

HCID 16090846(2S,5S)-1-(Chloroacetyl)-5-methylpyrrolidine-2-carbonitrile

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
-35 °C

실험 절차

(2S,5S)-1-(2-Chloro-acetyl)-5-methyl-pyrrolidine-2-carboxylic acid amide (0.25 g, 1.2 mmol) and imidazole (85 mg, 1.25 mmol) ware mixed in pyridine (5 mL). The mixture was cooled to −35° C. and POCl3 (0.18 mL, 1.8 mmol) was added slowly. The mixture was stirred at −35° C. for 1 h. Saturated NH4Cl (20 mL) was added, and the mixture was extracted with EtOAc (3×). The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure. The oil was purified by flash chromatography (hexane:EtOAC, 2:1) to yield the title compound. MS (DCI) m/z 187 (M+H)+.

후처리

  1. extractionthe mixture was extracted with EtOAc (3×)
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe oil was purified by flash chromatography (hexane:EtOAC, 2:1)

출처 및 근거

ORD 기록
ord-0214fba955824060824fcc4e6feec982
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637546B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트