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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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N'-(4-benzyloxy-3-cyano-pyridin-2-yl)-2-cyclopropylacetohydrazide → 7-Chloro-3-(cyclopropylmethyl)[1,2,4]triazolo[4,3-a]pyridine-8-carbonitrile

HRID 1526142
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HRID 1526142 반응식
C(O[C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH:15][NH:16][C:17](=O)[CH2:18][CH:19]2[CH2:21][CH2:20]2)[C:10]=1[C:23]#[N:24])C1C=CC=CC=1.O(Cl)[Cl:26].[P+5]>ClCCCl.C(Cl)Cl>[Cl:26][C:9]1[CH:14]=[CH:13][N:12]2[C:17]([CH2:18][CH:19]3[CH2:21][CH2:20]3)=[N:16][N:15]=[C:11]2[C:10]=1[C:23]#[N:24]
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참가 물질

5

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HCID 66784643N'-(4-benzyloxy-3-cyano-pyridin-2-yl)-2-cyclopropylacetohydrazideHCID 178479711HCID 178479711, 화합물

생성물 1

HCID 574595937-Chloro-3-(cyclopropylmethyl)[1,2,4]triazolo[4,3-a]pyridine-8-carbonitrile수율 64.3%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

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온도
150 °C

실험 절차

Intermediate compound D4 (1.4 g, 4.343 mmol) and phosphorous (V) oxychloride (0.810 ml, 8.686 mmol) in DCE (15 ml) were subjected to microwave heating at 150° C. for 5 min. After cooling, the mixture was diluted with DCM and washed with NaHCO3 (aqueous sat. solution). The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 2% as eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D5 (0.650 g, 64%).

후처리

  1. temperatureAfter cooling
  2. washwashed with NaHCO3 (aqueous sat. solution)
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 2% as eluent)
  7. customThe desired fractions were collected
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d314d8baf2f2402b98638df4f4ebe1a8
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09085577B2

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