Sodium Hydroxide → HCID 89690439, 화합물

HRID 60376노트

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HRID 60376 반응식
[CH:1]1([C:4]2[N:5]=[C:6]3[CH:11]=[CH:10][C:9](I)=[CH:8][N:7]3[C:13]=2[CH3:14])[CH2:3][CH2:2]1.C([Li])CCC.C([O:23][B:24](OC(C)C)[O:25]C(C)C)(C)C.[OH-].[Na+]>C1COCC1>[CH:1]1([C:4]2[N:5]=[C:6]3[CH:11]=[CH:10][C:9]([B:24]([OH:25])[OH:23])=[CH:8][N:7]3[C:13]=2[CH3:14])[CH2:3][CH2:2]1

참가 물질

6

반응 조건

온도
-78 °C

실험 절차

To a solution of 2-cyclopropyl-6-iodo-3-methylimidazo[1,2-a]pyridine (742 mg) in THF (25 mL) was added n-butyllithium (1.6 M in hexane, 6.2 mL) at −78° C. The mixture was stirred at −78° C. under a nitrogen atmosphere for 30 min. Boric acid triisopropyl ester (0.86 mL) was added to the obtained mixture at −78° C. The mixture was stirred at −78° C. for 30 min and then at room temperature for 3 hr. The mixture was poured into 1 N sodium hydroxide at 0° C. and washed with ethyl acetate. The obtained aqueous layer was neutralized with 1 N hydrochloric acid to pH 7.0 and extracted with ethyl acetate/2-propanol. The obtained organic layer was washed with brine, dried over magnesium sulfate and concentrated in vacuo. The resulting solid was washed with ethyl acetate/methanol to give the title compound (176 mg) as a yellow solid.

후처리

  1. stirringThe mixture was stirred at −78° C. for 30 min
  2. waitat room temperature for 3 hr
  3. washwashed with ethyl acetate
  4. extractionextracted with ethyl acetate/2-propanol
  5. washThe obtained organic layer was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. washThe resulting solid was washed with ethyl acetate/methanol

출처 및 근거

ORD 기록
ord-42f2dd96e4534823840e5292aaace78d
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440987B2

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