Pyridine → 6-Chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinonitrile

HRID 2284504

반응식

HRID 2284504 반응식
[Cl:1][C:2]1[C:10]([CH:11]2[CH2:13][CH2:12]2)=[CH:9][C:5]([C:6]([NH2:8])=O)=[C:4]([O:14][CH2:15][CH2:16][CH2:17][C:18](=[O:20])[CH3:19])[N:3]=1.O=P(Cl)(Cl)Cl.N1C=CC=CC=1.C([O-])(O)=O.[Na+]>C(#N)C>[Cl:1][C:2]1[C:10]([CH:11]2[CH2:12][CH2:13]2)=[CH:9][C:5]([C:6]#[N:8])=[C:4]([O:14][CH2:15][CH2:16][CH2:17][C:18](=[O:20])[CH3:19])[N:3]=1

참가 물질

6

반응물 4

HCID 1049PyridineHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 866617286-Chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinamide

생성물 1

HCID 866617296-Chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinonitrile

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 6-chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinamide (298 mg, 1 mmol) in acetonitrile (20 mL) was added POCl3 (460 mg, 3 mmol) and pyridine (474 mg, 6 mmol). After stirred at r.t for 2 hrs, the mixture was poured into aq. NaHCO3, extracted with EtOAc. The separated organics was dried and concentrated in vacuo to afford 6-chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinonitrile. (300 mg).

후처리

  1. extractionextracted with EtOAc
  2. customThe separated organics was dried
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-56f71123d6f04dca91f2ce32a39b6313
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09145429B2

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