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

HRID 1458525ノート

反応式

HRID 1458525 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-9b2682e0b5434110b6c8a95cf8bb061e
出典データセット
uspto-grants-1998_12
特許番号
US05852008

反応ノート

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