Piperidine → 1-(1,3-Benzoxazol-6-ylcarbonyl)-piperidine

HRID 650541ノート

反応式

HRID 650541 の反応式
[O:1]1[C:5]2[CH:6]=[C:7]([C:10]([OH:12])=O)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.C(C1NC=CN=1)(C1NC=CN=1)=O>C(Cl)Cl>[O:1]1[C:5]2[CH:6]=[C:7]([C:10]([N:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

参加物

5

反応物 3

HCID 8082PiperidineHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 222459381,3-Benzoxazole-6-carboxylic acid

生成物 1

HCID 155461431-(1,3-Benzoxazol-6-ylcarbonyl)-piperidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The amide is prepared by coupling 1,3-benzoxazol-6-carboxylic acid with piperidine by activation of the acid with carbonyl diimidazole as described for the preparation of Invention Compound V. Dilution of the reaction solution with more CH2Cl2 causes the product to precipitate. Purification is achieved by chromatography on silica gel. EMIS m/z=230 (parent), 229, 146 (base), and 118. 1H NMR δ 1.55 (br m, 4), 1.70 (br, 2), 3.4 (br, 2), 3.75 (br, 2), 7.48 (dd, 1, J=8.29, 1.22 Hz), 7.62 (d, 1, J=8.44 Hz), 7.84 (d, 1, J=1.00 Hz), and 8.15 ppm (s, 1).

後処理

  1. customto precipitate
  2. customPurification

出典と根拠

ORDレコード
ord-459c8add194e4f17a503d2ae2891a09d
出典データセット
uspto-grants-2001_08
特許番号
US06274600B1

反応ノート

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