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Potassium Carbonate → 5-(3-Hydroxypyrrolidin-1-yl)picolinonitrile

HRID 1504603
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반응식

HRID 1504603 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1.Cl.[NH:11]1[CH2:15][CH2:14][CH:13]([OH:16])[CH2:12]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[OH:16][CH:13]1[CH2:14][CH2:15][N:11]([C:2]2[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=2)[CH2:12]1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27694083-Hydroxypyrrolidine hydrochlorideHCID 38339425-Chloro-2-cyanopyridine

생성물 1

HCID 867300605-(3-Hydroxypyrrolidin-1-yl)picolinonitrile수율 73.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 5-chloropicolinonitrile (2 g, 14.4 mmol), pyrrolidin-3-ol hydrochloride (2 g, 25.9 mmol) and K2CO3 (4 g, 28.9 mmol) in DMF (15 mL) was stirred at 140□ for 16 h. The organic solvent was removed under vacuum and the residue was taken into DCM (200 mL). Solid was removed by filtration and the filtrate was concentrated to give crude product (2.0 g yield 73%) as a yellow solid. [LCMS: RtA=1.19 min, m/z 190.2 [M+H]+].

후처리

  1. customThe organic solvent was removed under vacuum
  2. customSolid was removed by filtration
  3. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-6aef93b6768d4374969efb501e788bcd
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09216182B2

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