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Sodium Bicarbonate → 7-Chloro-3-(2,2,2-trifluoroethyl)imidazo[1,2-a]pyridine-8-carbonitrile

HRID 1627017
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HRID 1627017 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].C([O-])(O)=O.[Na+]>>[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

4

반응물 3

HCID 516892Sodium BicarbonateHCID 178479711HCID 178479711, 화합물HCID 178510511HCID 178510511, 화합물

생성물 1

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

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온도
130 °C

실험 절차

A mixture of compound D9 (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 thus obtained 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 D10 (0.6 g, 56%) as yellow solid.

후처리

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was evaporated in vacuo
  3. customThe residue thus obtained
  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
  11. customto yield compound D10 (0.6 g, 56%) as yellow solid

출처 및 근거

ORD 기록
ord-2edc518de87a4737aa9174ef33903387
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08785486B2

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