Tosylmethyl isocyanide → HCID 66759906, 화합물

HRID 564234노트

반응식

HRID 564234 반응식
[CH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[CH:5][N:4]=1)=[O:2].C[O-].[Na+].S([CH2:26][N+:27]#[C-:28])(C1C=CC(C)=CC=1)(=O)=O>CO>[O:2]1[C:1]([C:3]2[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=2)=[CH:28][N:27]=[CH:26]1

참가 물질

5

반응물 3

HCID 161915Tosylmethyl isocyanideHCID 586269Methyl 6-formylpyridine-3-carboxylateHCID 10942334Sodium Methoxide

생성물 1

HCID 66759906HCID 66759906, 화합물

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a suspension of methyl 6-formylnicotinate (60 mg, 0.363 mmol) in methanol (3 mL) was added sodium methoxide in methanol (0.5M, 2.91 mL, 1.45 mmol). Tosylmethyl isocyanide (85 mg, 0.436 mmol) was added to the reaction and the mixture was heated at reflux overnight. After cooling, the reaction mixture was concentrated. The residue was treated with 5% citric acid/50% brine (1:1) and extracted with ethyl acetate. The suspension was filtered, washed with water, and dried under vacuum to provide the title compound. MS (DCI/NH3) m/z: 191.0 (M+1)+.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. concentrationthe reaction mixture was concentrated
  5. additionThe residue was treated with 5% citric acid/50% brine (1:1)
  6. extractionextracted with ethyl acetate
  7. filtrationThe suspension was filtered
  8. washwashed with water
  9. customdried under vacuum

출처 및 근거

ORD 기록
ord-278d018e625844f4a5b94332ddaee80d
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067613B2

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