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Sodium hydride → HCID 57954443, 화합물

HRID 221340
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HRID 221340 반응식
[H-].[Na+].[OH:3][NH:4][C:5](=[NH:12])[C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1.C[O:14][C:15]([C@H:17]1[CH2:21][CH2:20][C@@H:19]([CH2:22]O)[CH2:18]1)=O>C1COCC1>[N:9]1[CH:10]=[CH:11][C:6]([C:5]2[N:12]=[C:22]([C@@H:19]3[CH2:20][CH2:21][C@H:17]([CH2:15][OH:14])[CH2:18]3)[O:3][N:4]=2)=[CH:7][CH:8]=1
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참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 57351148HCID 57351148, 화합물HCID 178513374HCID 178513374, 화합물

생성물 1

HCID 57954443HCID 57954443, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydride (10 mg of a 60% dispersion in oil, 2.5 mmol) was added to a solution of N-hydroxyisonicotinamidine (344 mg, 2.5 mmol) in anhydrous THF (3 ml) and the mixture heated under reflux for 1 h. cis-Methyl-3-hydroxymethylcyclopentane-1-carboxylate (396 mg, 2.5 mmol) was added in one portion and heating was continued for 18 h. After cooling, the solution was filtered through celite and the filtrate concentrated in vacuo. The residue was purified by flash chromatography (IH-EtOAc, 1:1 to 0:1) to afford the title compound: RT=2.59 min, m/z (ES+)=246.1 [M+H]+.

후처리

  1. temperaturethe mixture heated
  2. additionwas added in one portion
  3. temperatureheating
  4. temperatureAfter cooling
  5. filtrationthe solution was filtered through celite
  6. concentrationthe filtrate concentrated in vacuo
  7. customThe residue was purified by flash chromatography (IH-EtOAc, 1:1 to 0:1)

출처 및 근거

ORD 기록
ord-5d03f210b0a4467d84ba5af5769af7f0
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08207147B2

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