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Triethylamine → N-Quinolin-7-yl-1-(5-trifluoromethylpyrid-2-yl)-piperidine-4-carboxamide

HRID 494271
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HRID 494271 반응식
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]([OH:17])=O)[CH2:11][CH2:10]2)=[N:7][CH:8]=1.C(Cl)(=O)C(Cl)=O.C(N(CC)CC)C.[NH2:33][C:34]1[CH:43]=[C:42]2[C:37]([CH:38]=[CH:39][CH:40]=[N:41]2)=[CH:36][CH:35]=1>ClCCCl.CN(C=O)C>[N:41]1[C:42]2[C:37](=[CH:36][CH:35]=[C:34]([NH:33][C:15]([CH:12]3[CH2:11][CH2:10][N:9]([C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:19])[F:18])=[CH:8][N:7]=4)[CH2:14][CH2:13]3)=[O:17])[CH:43]=2)[CH:38]=[CH:39][CH:40]=1
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참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 113777-AminoquinolineHCID 65578Oxalyl chlorideHCID 27777881-[5-(Trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylic acid

생성물 1

HCID 57682695N-Quinolin-7-yl-1-(5-trifluoromethylpyrid-2-yl)-piperidine-4-carboxamide

시약·촉매·용매 2

HCID 11
1,2-Dichloroethane
용매
HCID 6228Dimethylformamide용매

실험 절차

1-(5-Trifluoromethylpyrid-2-yl)-piperidine-4-carboxylic acid (D101) (100 mg, 0.36 mmol) was treated with oxalyl chloride (63 ul, 0.72 mmol) and catalytic DMF in 1,2-dichloroethane (3.5 ml) at 60° C. for 0.75 h. On cooling to room temperature the solvent was removed in vacuo and the residue was dissolved in DCM (2 ml). Triethylamine (30 ul, 0.2 mmol) and 7-aminoquinoline (D55) (27 mg, 0.19 mmol) were added and the reaction stirred at room temperature until complete by tlc. The resultant precipitate was collected by filtration to give the title compound as an off-white solid. MS(ES): MH+ 401, M-H+ 399.

후처리

  1. customwas removed in vacuo
  2. dissolutionthe residue was dissolved in DCM (2 ml)
  3. filtrationThe resultant precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-86cc5a4a6fbe4ed693c5d38bcc82e024
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538121B2

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