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

HRID 494271
ノート
印刷プレビュー

反応式

HRID 494271 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 11
1,2-Dichloroethane
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-86cc5a4a6fbe4ed693c5d38bcc82e024
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07538121B2

反応ノート

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