Acetic Anhydride → HCID 59140179、化合物

HRID 2064009ノート

反応式

HRID 2064009 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Si:18]([CH3:21])([CH3:20])[CH3:19])=[CH:14][C:13]=2[F:22])=[N:9][C:8]([CH2:23][NH2:24])=[CH:7][N:6]=1)=[O:4].[C:25](OC(=O)C)(=[O:27])C>C(O)=O>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Si:18]([CH3:19])([CH3:20])[CH3:21])=[CH:14][C:13]=2[F:22])=[N:9][C:8]([CH2:23][NH:24][CH:25]=[O:27])=[CH:7][N:6]=1)=[O:4]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 591401895-Aminomethyl-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-pyrazine-2-carboxylic acid methyl ester

生成物 1

HCID 59140179HCID 59140179、化合物収率 98.3%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

A solution of 5-aminomethyl-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-pyrazine-2-carboxylic acid methyl ester (800 mg, 2.30 mmol) from above in formic acid (12 mL) and acetic anhydride (4 mL) was stirred at ambient temperature under N2 for 1.5 hour. The reaction mixture was concentrated in vacuo, and the residue was azeotroped with toluene. The resultant residue was diluted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium bicarbonate, water and brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound as a yellow foam (850 mg, 98.3%). LCMS (method D1: RT=1.09 min, [M+H]+=377.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was azeotroped with toluene
  3. additionThe resultant residue was diluted with ethyl acetate
  4. washThe organic layer was washed with saturated aqueous solution of sodium bicarbonate, water and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-cac9b57d7f4d4003a76e31dd88fd9cb9
出典データセット
uspto-grants-2012_10
特許番号
US08288408B2

反応ノート

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