HCID 117601197、化合物 → HCID 117602002、化合物

HRID 1773748ノート

反応式

HRID 1773748 の反応式
[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]([C:17]([O:19]C)=O)[C:10]3[NH:14][C:13](=[O:15])[NH:12][C:11]=3[CH:16]=2)=[C:5]([CH3:21])[O:4][N:3]=1.[CH:22]([Mg]Br)([CH3:24])[CH3:23]>C1COCC1>[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]([C:17](=[O:19])[CH:22]([CH3:24])[CH3:23])[C:10]3[NH:14][C:13](=[O:15])[NH:12][C:11]=3[CH:16]=2)=[C:5]([CH3:21])[O:4][N:3]=1

参加物

4

反応物 2

HCID 117601197HCID 117601197、化合物HCID 178418365HCID 178418365、化合物

生成物 1

HCID 117602002HCID 117602002、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methyl 6-(3,5-dimethylisoxazol-4-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate (100 mg, 0.35 mmol) was dissolved in 5 mL of THF and stirred at room temperature followed by the addition of isopropylmagnesium bromide (0.87 mL, 2.0 mmol). Addition Grignard was added in 1 hour intervals until the starting material was consumed. Once complete, the crude reaction mixture was quenched with DI water and extracted 3× with ethyl acetate. Combined organic layers were washed with brine, dried over sodium sulphate, filtered, concentrated in vacuo, and purified via HPLC.

後処理

  1. additionAddition Grignard
  2. additionwas added in 1 hour intervals until the starting material
  3. customwas consumed
  4. customOnce complete, the crude reaction mixture
  5. customwas quenched with DI water
  6. extractionextracted 3× with ethyl acetate
  7. washCombined organic layers were washed with brine
  8. dry with materialdried over sodium sulphate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo
  11. custompurified via HPLC

出典と根拠

ORDレコード
ord-a8df114929634879bdd3c65ea1c83ebf
出典データセット
uspto-grants-2016_02
特許番号
US09255089B2

反応ノート

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