Triethylamine → HCID 178516145, 화합물

HRID 577089노트

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HRID 577089 반응식
Br[CH2:2][C:3]1[C:4]([Cl:10])=[N:5][CH:6]=[CH:7][C:8]=1[Cl:9].[SH:11][C:12]1[N:17]=[C:16]([OH:18])[CH:15]=[C:14]([C:19]([F:22])([F:21])[F:20])[N:13]=1.C(N(CC)CC)C>C(O)C>[Cl:10][C:4]1[C:3]([CH2:2][S:11][C:12]2[N:17]=[C:16]([OH:18])[CH:15]=[C:14]([C:19]([F:22])([F:20])[F:21])[N:13]=2)=[C:8]([Cl:9])[CH:7]=[CH:6][N:5]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 589517013-(Bromomethyl)-2,4-dichloropyridineHCID 178516148HCID 178516148, 화합물

생성물 1

HCID 178516145HCID 178516145, 화합물수율 22%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 3-(bromomethyl)-2,4-dichloropyridine (2.9 g, 12.3 mmol), 2-sulfanyl-6-(trifluoromethyl)pyrimidin-4-ol (1.2 g, 6.1 mmol), and triethylamine (1.3 mL, 9.3 mmol) in absolute ethanol (25 mL) was stirred at room temperature overnight. The mixture was evaporated to dryness. The residue was dissolved in EtOAc (80 mL). The solution was extracted with water (3×50 mL) and 1 N NaOH (1×50 mL). The organic layer was recovered, dried over MgSO4, filtered, evaporated, and dried in vacuo. The crude product was purified by flash chromatography (0-5% MeOH/DCM), affording the title compound (475 mg, 22% yield); 1H NMR (400 MHz, DMSO-d6): δ 4.75 (s, 2H), 6.72 (s, 1H), 7.69 (d, 1H, J=5.3 Hz), 8.36 (d, 1H, J=5.3 Hz); M+ 357.

후처리

  1. customThe mixture was evaporated to dryness
  2. dissolutionThe residue was dissolved in EtOAc (80 mL)
  3. extractionThe solution was extracted with water (3×50 mL) and 1 N NaOH (1×50 mL)
  4. customThe organic layer was recovered
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated
  8. customdried in vacuo
  9. customThe crude product was purified by flash chromatography (0-5% MeOH/DCM)

출처 및 근거

ORD 기록
ord-6ec295a479f049ca865a42dad51fc2ef
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040538B2

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