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

HRID 442643ノート

反応式

HRID 442643 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-078bf833a35842e59ac0f66a34470887
出典データセット
uspto-grants-1999_04
特許番号
US05891876

反応ノート

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