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Pivaloyl chloride → HCID 89619215、化合物

HRID 1502120
ノート
印刷プレビュー

反応式

HRID 1502120 の反応式
[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[C:4]([CH3:9])[CH:3]=1.CCN(C(C)C)C(C)C.[C:19](Cl)(=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21]>C(Cl)Cl.[Cl-].[Na+].O>[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])=[C:4]([CH3:9])[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 62493Pivaloyl chloride2 回HCID 81531DiisopropylethylamineHCID 199260946-Bromo-4-methylpyridin-3-amine

生成物 1

HCID 89619215HCID 89619215、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

6-Bromo-4 methyl-3 pyridinamine (1.03 g, 5.51 mmol) was dissolved in DCM (20 ml) at 0° C. then added Hunig's Base (1.154 ml, 6.61 mmol) followed by pivaloyl chloride (0.745 ml, 6.06 mmol). After stirring for 1 hr, the reaction was not complete. Another equivalent of TEA and pivaloyl chloride were added then stirred for an hour. The reaction was poured into brine and extracted with DCM (2×). The organic layer was separated and dried over Na2SO4, filtered and concentrated. The residue was chromatographed thru a 200 g ISCO redisep column and eluted with 5% MeOH/DCM to yield title compound. LC-MS: M+2=273;

後処理

  1. stirringthen stirred for an hour
  2. extractionextracted with DCM (2×)
  3. customThe organic layer was separated
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was chromatographed thru a 200 g ISCO redisep column
  8. washeluted with 5% MeOH/DCM

出典と根拠

ORDレコード
ord-f1216c746dd947e3bb1fffb492c12033
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09206199B2

反応ノート

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