2-Chloropyridine → 1-(PYRIDIN-2-YL)-1,4-DIAZEPANE

HRID 530460노트

반응식

HRID 530460 반응식
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.CCN(C(C)C)C(C)C.[NH:17]1[CH2:23][CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>CC(N(C)C)=O>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[N:17]1[CH2:23][CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

참가 물질

5

반응물 3

HCID 79772-ChloropyridineHCID 68163Hexahydro-1,4-diazepineHCID 81531Diisopropylethylamine

생성물 1

HCID 27724021-(PYRIDIN-2-YL)-1,4-DIAZEPANE수율 72.9%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

2-Chloropyridine (3.00 g, 26.4 mmol), DIPEA (9.20 mL, 52.8 mmol) and homopiperazine (7.90 g, 79.3 mmol) were dissolved in DMA (10 mL) and heated using a microwave (180-200° C., absorption high) for 40 min. The reaction mixture was diluted with DCM (150 mL), washed with sat aq Na2CO3 (100 mL), brine (100 mL), dried (MgSO4) and concentrated in vacuo to give the title compound (3.41 g, 72%) as a brown liquid. LCMS (ES+): 178.6 [MH]+.

후처리

  1. temperatureheated
  2. customa microwave (180-200° C., absorption high) for 40 min
  3. additionThe reaction mixture was diluted with DCM (150 mL)
  4. washwashed
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5d2248bae6df4f3cad04ce8548b8b349
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353086B2

반응 노트

불러오는 중…