HCID 178509964, 화합물 → 3,5-Dichloro-4-(7-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile

HRID 626707노트

반응식

HRID 626707 반응식
[N:1]([C:4]1[C:9]([Cl:10])=[CH:8][N:7]=[CH:6][C:5]=1/[CH:11]=[N:12]/[C:13]1[C:20]([Cl:21])=[CH:19][C:16]([C:17]#[N:18])=[CH:15][C:14]=1[Cl:22])=[N+]=[N-]>C1(C)C=CC=CC=1>[Cl:22][C:14]1[CH:15]=[C:16]([CH:19]=[C:20]([Cl:21])[C:13]=1[N:12]1[CH:11]=[C:5]2[CH:6]=[N:7][CH:8]=[C:9]([Cl:10])[C:4]2=[N:1]1)[C:17]#[N:18]

참가 물질

3

반응물 1

HCID 178509964HCID 178509964, 화합물

생성물 1

HCID 696716223,5-Dichloro-4-(7-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile수율 71%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A suspension of 4-{[1-(4-azido-5-chloropyridin-3-yl)meth-(E)-ylidene]amino}-3,5-dichlorobenzonitrile (3.8 g, 10.95 mmol) in toluene (45 mL) was heated to reflux for 18 hours and then cooled to room temperature. The precipitated solid was removed by filtration and washed sequentially with toluene, ethyl acetate and DCM. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (0-100% ethyl acetate in cyclohexane) and then triturated with diethyl ether to afford the title compound as an off-white solid (2.5 g, 71% yield). 1H NMR (400 MHz, CDCl3): δ 9.30 (s, 1H), 8.46 (s, 1H), 8.42 (s, 1H), 7.86 (s, 2H).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 18 hours
  3. customThe precipitated solid was removed by filtration
  4. washwashed sequentially with toluene, ethyl acetate and DCM
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel flash chromatography (0-100% ethyl acetate in cyclohexane)
  7. customtriturated with diethyl ether

출처 및 근거

ORD 기록
ord-d2f2111e5527486bb52e47ae961f97e2
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309240B2

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