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HCID 178479711, 화합물 → 7-Chloro-3-(2,2,2-trifluoroethyl)imidazo[1,2-a]pyridine-8-carbonitrile

HRID 2361742
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HRID 2361742 반응식
O[C:2]1[CH:7]=[CH:6][N:5]2[C:8]([CH2:11][C:12]([F:15])([F:14])[F:13])=[CH:9][N:10]=[C:4]2[C:3]=1[C:16]#[N:17].O(Cl)[Cl:19].[P+5]>>[Cl:19][C:2]1[CH:7]=[CH:6][N:5]2[C:8]([CH2:11][C:12]([F:15])([F:14])[F:13])=[CH:9][N:10]=[C:4]2[C:3]=1[C:16]#[N:17]
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참가 물질

3

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HCID 178479711HCID 178479711, 화합물HCID 178510511HCID 178510511, 화합물

생성물 1

HCID 580811367-Chloro-3-(2,2,2-trifluoroethyl)imidazo[1,2-a]pyridine-8-carbonitrile수율 56%

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온도
130 °C

실험 절차

A mixture of compound D5 (1 g, 4.148 mmol) and phosphorus (V) oxychloride (2 ml) was subjected to microwave heating at 130° C. for 15 min. After cooling to room temperature, the solvent was evaporated in vacuo. The residue was then treated with NaHCO3 (aqueous sat. solution) and extracted with DCM. The organic layer was separated, dried (MgSO4) and evaporated in vacuo. The crude product was purified by column chromatography (silica gel; Et2O as eluent). The desired fractions were collected and evaporated in vacuo to yield compound D6 (0.6 g, 56%) as a yellow solid.

후처리

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was evaporated in vacuo
  3. additionThe residue was then treated with NaHCO3 (aqueous sat. solution)
  4. extractionextracted with DCM
  5. customThe organic layer was separated
  6. dry with materialdried (MgSO4)
  7. customevaporated in vacuo
  8. customThe crude product was purified by column chromatography (silica gel; Et2O as eluent)
  9. customThe desired fractions were collected
  10. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-160a517fc40542cda566fedb1e37d7f3
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08691813B2

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