Sodium Hydroxide → 2-Ethynyl-6-methylpyridin-3-amine

HRID 1271563노트

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HRID 1271563 반응식
[CH3:1][C:2]1[N:7]=[C:6]([C:8]#[C:9][Si](C)(C)C)[C:5]([NH2:14])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[C:8]([C:6]1[C:5]([NH2:14])=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1)#[CH:9]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 18454780(6-Methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine

생성물 1

HCID 184547762-Ethynyl-6-methylpyridin-3-amine수율 75.2%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

(6-methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine (330 mg, 1.61 mmol) was dissolved in MeOH (3 ml) and cooled to 0° C., to the resulting solution was added 1 M solution of NaOH (1.6 ml). The ice bath was removed and the reaction mixture was stirred at room temperature for 4 h. 90 μl of acetic acid was added. The reaction mixture was partially concentrated and the residue was extracted with ethyl acetate. The organic layers were washed with water, brine, dried over Na2SO4, filtered and concentrated to yield 160 mg (1.21 mmole, 75%) of (2-ethynyl-6-methyl-pyridin-3-yl)amine as a brown solid which was used in the next step without further purification.

후처리

  1. customThe ice bath was removed
  2. addition90 μl of acetic acid was added
  3. concentrationThe reaction mixture was partially concentrated
  4. extractionthe residue was extracted with ethyl acetate
  5. washThe organic layers were washed with water, brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5774310cb4c94645917956891c84b951
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205411B2

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