1,2-Dichloroethane → 2-Piperdin-1-ylmethyl-5-(3-piperdin-1-yl-propoxy)-pyridine

HRID 551581노트

반응식

HRID 551581 반응식
OC1C=[CH:4][C:5]([C:8]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=O)=[N:6]C=1.[OH:16][C:17]1[CH:18]=[CH:19][C:20]([C:23](O)=O)=[N:21][CH:22]=1.[NH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.CN1CCOCC1>C(Cl)Cl>[NH3:6].[N:26]1([CH2:23][C:20]2[CH:19]=[CH:18][C:17]([O:16][CH2:4][CH2:5][CH2:8][N:10]3[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]3)=[CH:22][N:21]=2)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

참가 물질

9

반응물 6

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 8082PiperidineHCID 757711-HydroxybenzotriazoleHCID 2687405-Hydroxypyridine-2-carboxylic acidHCID 445154541-[(5-Hydroxy-2-pyridinyl)carbonyl]-piperidine

생성물 2

HCID 222Ammonia수율 5%HCID 111745632-Piperdin-1-ylmethyl-5-(3-piperdin-1-yl-propoxy)-pyridine수율 43%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(5-Hydroxy-pyridin-2-yl)-piperidin-1-yl-methanone. To a solution of 5-hydroxy-2-pyridine carboxylic acid (2.00 g, 14.0 mmol) and piperidine (1.5 mL, 15 mmol) in DCM (150 mL) was added HOBt (2.80 g, 21.0 mmol), EDC (4.00 g, 21.0 mmol), and N-methyl morpholine (8.5 mL, 84 mmol). After 18 h the reaction mixture was concentrated. Chromatography of the residue (SiO2; 5-10% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (1.30 g, 43%).

후처리

  1. concentrationAfter 18 h the reaction mixture was concentrated

출처 및 근거

ORD 기록
ord-33012382fb1a4ce199812f1fb7bd046c
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947718B2

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