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Water → 4-(3-Aminopropyl)-1-(2-triphenylmethyloxyethyl)-5-aminopyrazole

HRID 349553
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인쇄 미리보기

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HRID 349553 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7](/[CH:9]=[CH:10]/[C:11]1[CH:12]=[N:13][N:14]([CH2:17][CH2:18][O:19][C:20]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]=1[NH2:16])#[N:8].[F-].[Na+].O>O1CCCC1>[NH2:8][CH2:7][CH2:9][CH2:10][C:11]1[CH:12]=[N:13][N:14]([CH2:17][CH2:18][O:19][C:20]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]=1[NH2:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 5235Sodium FluorideHCID 179619694-[(E)-2-cyanoethenyl]-1-[2-(trityloxy)ethyl]-5-aminopyrazoleHCID 21226445Aluminium lithium hydride

생성물 1

HCID 179619934-(3-Aminopropyl)-1-(2-triphenylmethyloxyethyl)-5-aminopyrazole수율 90%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

To a suspension of lithium aluminum hydride (5.41 g) in tetrahydrofuran (200 ml) was added a solution of 4-[(E)-2-cyanoethenyl]-1-[2-(trityloxy)ethyl]-5-aminopyrazole (15 g) in tetrahydrofuran (100 ml) under ice-cooling. The mixture was refluxed for 3.5 hours. After cooling on an ice bath, sodium fluoride (24 g) and water (10.3 ml) were added to the reaction mixture. The insoluble materials were removed by filtration. The filtrate was concentrated in vacuo to give 4-(3-aminopropyl)-1-(2-triphenylmethyloxyethyl)-5-aminopyrazole (13.7 g). This product was used in the next step without further purification.

후처리

  1. temperaturecooling
  2. temperatureThe mixture was refluxed for 3.5 hours
  3. temperatureAfter cooling on an ice bath
  4. customThe insoluble materials were removed by filtration
  5. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-f466e2e378d24b20abc8830681963482
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07179801B2

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