Tosylmethyl isocyanide → HCID 66759906、化合物

HRID 564234ノート

反応式

HRID 564234 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 66759906HCID 66759906、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-278d018e625844f4a5b94332ddaee80d
出典データセット
uspto-grants-2011_11
特許番号
US08067613B2

反応ノート

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