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

HRID 1458525노트

반응식

HRID 1458525 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  1. customto precipitate
  2. customPurification

출처 및 근거

ORD 기록
ord-9b2682e0b5434110b6c8a95cf8bb061e
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05852008

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